Category: Triazoles

Synthesis of vaniprevir (MK-7009): Lactamization to prepare a 20-membered macrocycle was written by Song, Zhiguo J.;Tellers, David M.;Journet, Michel;Kuethe, Jeffrey T.;Lieberman, David;Humphrey, Guy;Zhang, Fei;Peng, Zhihui;Waters, Marjorie S.;Zewge, Daniel;Nolting, Andrew;Zhao, Dalian;Reamer, Robert A.;Dormer, Peter G.;Belyk, Kevin M.;Davies, Ian W.;Devine, Paul N.;Tschaen, David M.. And the article was included in Journal of Organic Chemistry in 2011.Formula: C17H27F6N7OP2 The following contents are mentioned in the article:

Development of a practical synthesis of MK-7009 I, a 20-membered macrocycle, is described. A variety of ring-closing strategies were evaluated, including ring-closing metathesis, intermol. palladium-catalyzed cross-couplings, and macrolactamization. Ring closure via macrolactamization was found to give the highest yields under relatively high reaction concentrations Optimization of the ring formation step and the synthesis of key intermediates en route to MK-7009 are reported. This study involved multiple reactions and reactants, such as ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0Formula: C17H27F6N7OP2).

((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0) belongs to triazole derivatives. Triazoles are important five-member nitrogen heterocycles involved in a wide range of industrial applications such as agrochemicals, corrosion inhibitors, dyes, optical brighteners, as well as biologically active agents. Many triazoles have antifungal effects: the triazole antifungal drugs include fluconazole, isavuconazole, itraconazole, voriconazole, pramiconazole, ravuconazole, and posaconazole and triazole plant-protection fungicides include epoxiconazole, triadimenol, myclobutanil, propiconazole, prothioconazole, metconazole, cyproconazole, tebuconazole, flusilazole and paclobutrazol.Formula: C17H27F6N7OP2

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthesis of new 1,2,3-triazolo[1,2-a]benzotriazole derivatives or substituted 2,3-benzo-1,3a,6,6a-tetraazapentalenes. II was written by Biagi, Giuliana;Giorgi, Irene;Livi, Oreste;Manera, Clementina;Scartoni, Valerio;Barili, Pier Luigi. And the article was included in Journal of Heterocyclic Chemistry in 1997.Synthetic Route of C8H8N4 The following contents are mentioned in the article:

The synthesis of new 1,2,3-triazolo[1,2-a]benzotriazoles or 2,3-benzo-1,3a,6,6a-tetraazapentalenes is reported. The derivatives were obtained by deoxycyclization reactions of appropriate nitrophenyl-1,2,3-triazole derivatives and by thermal decomposition of appropriate azidophenyl-1,2,3-triazoles. Some attempts to extend these synthetic routes to the preparation of 1,2,4-triazolo[1,2-a]benzotriazoles and 1,2,3-triazolo[1,2-b]-4H-1,2,3-benzotriazines completely failed. This study involved multiple reactions and reactants, such as 2-(1,2,4-Triazol-1-yl)aniline (cas: 39876-84-1Synthetic Route of C8H8N4).

2-(1,2,4-Triazol-1-yl)aniline (cas: 39876-84-1) belongs to triazole derivatives. The triazole ring is a relatively stable functional group, and the triazole bond can be used for a variety of applications, such as replacing the phosphate backbone of DNA. The presence of the three nitrogen atoms in triazole structures afforded opportunities for a plethora of structural modification with the generation of novel therapeutically potential agents, which is different from other heterocyclic compounds.Synthetic Route of C8H8N4

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

An efficient solid-phase strategy for the construction of chemokines was written by McNamara, John F.;Lombardo, Holly;Pillai, Sasi K.;Jensen, Ivar;Albericio, Fernando;Kates, Steven A.. And the article was included in Journal of Peptide Science in 2000.Recommanded Product: ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) The following contents are mentioned in the article:

Synthesis of chemokines via stepwise SPPS approaches has been shown to be a challenge. Herein, a complete study of different coupling methods, solvents and temperature combined with a continuous-flow synthesizer equipped with feedback monitoring was carried out. The results from this study indicate that this family of mols. can be prepared using an Fmoc/Bu chem. approach and provide a general method to apply for the elongation of other difficult sequences. This study involved multiple reactions and reactants, such as ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0Recommanded Product: ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V)).

((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0) belongs to triazole derivatives. Among the nitrogen-containing heterocyclic compounds, triazoles emerge with superior pharmacological applications. Both the triazoles and their derivatives have significant biological properties including antimicrobial, antiviral, antitubercular, anticancer, anticonvulsant, analgesic, antioxidant, anti-inflammatory, and antidepressant activities.Recommanded Product: ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V)

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Pyrrolidide formation as a side reaction during activation of carboxylic acids by phosphonium salt coupling reagents was written by Alsina, Jordi;Barany, George;Albericio, Fernando;Kates, Steven A.. And the article was included in Letters in Peptide Science in 1999.SDS of cas: 156311-83-0 The following contents are mentioned in the article:

Pyrrolidide derivatives are observed as unwanted byproducts from slow reactions of activated carboxylates with nucleophilic amines, as mediated by phosphonium salt coupling reagents (PyAOP, PyBOP, PyBroP). This side reaction is attributed to the presence of small amounts (e.g., 0.5%, weight/weight) of pyrrolidine as a contaminant to com. phosphonium salts, and does not occur when the reagents are crystallized before their use in coupling reactions. This study involved multiple reactions and reactants, such as ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0SDS of cas: 156311-83-0).

((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0) belongs to triazole derivatives. Triazoles consist of a five-membered ring containing three nitrogen atoms and are biologically active, especially as antifungal, antimicrobial and enzyme inhibitors.Triazole heterocyclic structures are found to form many weak nonbond interactions with the receptors and enzymes in biological systems.SDS of cas: 156311-83-0

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

An Acidity Scale of Triazolium-Based NHC Precursors in DMSO was written by Li, Zhen;Li, Xin;Cheng, Jin-Pei. And the article was included in Journal of Organic Chemistry in 2017.SDS of cas: 1414773-56-0 The following contents are mentioned in the article:

An acidity scale of triazolium-based N-heterocyclic carbene precursors was established by measuring 25 compounds’ (10a-15b) equilibrium acidities in DMSO solution using overlapping indicator method. The pK_a values ranged from 12.08 to 15.5, responding not only to the N-aryl motif, but also to the core structure. Excellent correlation was observed between the pK_a values and the Hammett substituent constants (σ_p). This study involved multiple reactions and reactants, such as 2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0SDS of cas: 1414773-56-0).

2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0) belongs to triazole derivatives. Triazoles are important five-member nitrogen heterocycles involved in a wide range of industrial applications such as agrochemicals, corrosion inhibitors, dyes, optical brighteners, as well as biologically active agents. 1,2,3-Triazoles are usually prepared following (3+2) cycloaddition protocols. A common technique for unsubstituted triazoles is the Huisgen azide-alkyne 1,3-dipolar cycloaddition: a azide and an alkyne react at high temperature to form a ring. However, the Huisgen strategy produces a mixture of isomers (typically 1,4- and 1,5-disubstituted) when used to produce substituted triazoles.SDS of cas: 1414773-56-0

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

An Acidity Scale of Triazolium-Based NHC Precursors in DMSO was written by Li, Zhen;Li, Xin;Cheng, Jin-Pei. And the article was included in Journal of Organic Chemistry in 2017.Electric Literature of C17H24BF4N3O The following contents are mentioned in the article:

An acidity scale of triazolium-based N-heterocyclic carbene precursors was established by measuring 25 compounds’ (10a-15b) equilibrium acidities in DMSO solution using overlapping indicator method. The pK_a values ranged from 12.08 to 15.5, responding not only to the N-aryl motif, but also to the core structure. Excellent correlation was observed between the pK_a values and the Hammett substituent constants (σ_p). This study involved multiple reactions and reactants, such as (S)-5-Isopropyl-2-mesityl-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1631733-83-9Electric Literature of C17H24BF4N3O).

(S)-5-Isopropyl-2-mesityl-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1631733-83-9) belongs to triazole derivatives. Triazoles consist of a five-membered ring containing three nitrogen atoms and are biologically active, especially as antifungal, antimicrobial and enzyme inhibitors. 1,2,3-Triazoles are usually prepared following (3+2) cycloaddition protocols. A common technique for unsubstituted triazoles is the Huisgen azide-alkyne 1,3-dipolar cycloaddition: a azide and an alkyne react at high temperature to form a ring. However, the Huisgen strategy produces a mixture of isomers (typically 1,4- and 1,5-disubstituted) when used to produce substituted triazoles.Electric Literature of C17H24BF4N3O

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Formal [3 + 4] Annulation of α,β-Unsaturated Acyl Azoliums: Access to Enantioenriched N-H-Free 1,5-Benzothiazepines was written by Fang, Chao;Lu, Tao;Zhu, Jindong;Sun, Kewen;Du, Ding. And the article was included in Organic Letters in 2017.Synthetic Route of C17H24BF4N3O The following contents are mentioned in the article:

An unprecedented formal [3 + 4] annulation of α,β-unsaturated acyl azoliums with 2-aminobenzenethiols has been utilized to synthesize enantioenriched N-H-free 1,5-benzothiazepines, which are recognized as privileged structures in numerous biol. active scaffolds. This protocol offers a rapid and direct pathway to access the target compounds with high enantioselectivities and has been applied in the concise synthesis of chiral drug (R)-thiazesim. This study involved multiple reactions and reactants, such as (S)-5-Isopropyl-2-mesityl-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1631733-83-9Synthetic Route of C17H24BF4N3O).

(S)-5-Isopropyl-2-mesityl-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1631733-83-9) belongs to triazole derivatives. However, triazoles are also useful in bioorthogonal chemistry, because the large number of nitrogen atoms causes triazoles to react similar to azides. Both the triazoles and their derivatives have significant biological properties including antimicrobial, antiviral, antitubercular, anticancer, anticonvulsant, analgesic, antioxidant, anti-inflammatory, and antidepressant activities.Synthetic Route of C17H24BF4N3O

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

On the use of PyAOP, a phosphonium salt derived from HOAt, in solid-phase peptide synthesis was written by Albericio, Fernando;Cases, Marta;Alsina, Jordi;Triolo, Salvatore A.;Carpino, Louis A.;Kates, Steven A.. And the article was included in Tetrahedron Letters in 1997.Application of 156311-83-0 The following contents are mentioned in the article:

Phosphonium derivatives of HOAt such as PyAOP (I) are useful for the solid-phase preparation of a range of peptides that include those incorporating hindered amino acids, difficult short sequences, and cyclic peptides. An advantage relative to uronium salts is that excess PyAOP does not undergo the detrimental side-reaction at the amino terminus which blocks further chain assembly. This study involved multiple reactions and reactants, such as ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0Application of 156311-83-0).

((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0) belongs to triazole derivatives. Triazoles consist of a five-membered ring containing three nitrogen atoms and are biologically active, especially as antifungal, antimicrobial and enzyme inhibitors. 1,2,3-Triazoles are usually prepared following (3+2) cycloaddition protocols. A common technique for unsubstituted triazoles is the Huisgen azide-alkyne 1,3-dipolar cycloaddition: a azide and an alkyne react at high temperature to form a ring. However, the Huisgen strategy produces a mixture of isomers (typically 1,4- and 1,5-disubstituted) when used to produce substituted triazoles.Application of 156311-83-0

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

A catalytic intramolecular nitrene insertion into a copper(I)-N-heterocyclic carbene bond yielding fused nitrogen heterocycles was written by Fauche, Kevin;Nauton, Lionel;Jouffret, Laurent;Cisnetti, Federico;Gautier, Arnaud. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.HPLC of Formula: 39876-84-1 The following contents are mentioned in the article:

N-(2-Azidophenyl)azolium salts were easily prepared and reacted with Cu(I) under conditions allowing the formation of NHC complexes. Under these conditions, the formation of benzimidazo-fused heterocycles occurred under catalytic, efficient and very mild conditions. This reaction is proposed to proceed via dinitrogen elimination and imido/nitrene-NHC cyclization. This study involved multiple reactions and reactants, such as 2-(1,2,4-Triazol-1-yl)aniline (cas: 39876-84-1HPLC of Formula: 39876-84-1).

2-(1,2,4-Triazol-1-yl)aniline (cas: 39876-84-1) belongs to triazole derivatives. Triazoles are important five-member nitrogen heterocycles involved in a wide range of industrial applications such as agrochemicals, corrosion inhibitors, dyes, optical brighteners, as well as biologically active agents. The presence of the three nitrogen atoms in triazole structures afforded opportunities for a plethora of structural modification with the generation of novel therapeutically potential agents, which is different from other heterocyclic compounds.HPLC of Formula: 39876-84-1

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Solid-phase modular synthesis of park nucleotide and lipids I and II analogues was written by Katsuyama, Akira;Sato, Kousuke;Yakushiji, Fumika;Matsumaru, Takanori;Ichikawa, Satoshi. And the article was included in Chemical & Pharmaceutical Bulletin in 2018.SDS of cas: 156311-83-0 The following contents are mentioned in the article:

A solid-phase synthesis of Park nucleotide as well as lipids I and II analogs, which is applicable to the synthesis of a range of analogs, is described in this work. This technique allows highly functionalized macromols. to he modularly labeled. Multiple steps are used in a short time (4d) with a single purification step to synthesize the mols. by solid-phase synthesis. This study involved multiple reactions and reactants, such as ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0SDS of cas: 156311-83-0).

((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0) belongs to triazole derivatives. The many free lone pairs in triazoles make them useful as coordination compounds, although not typically as haptic ligands. Many triazoles have antifungal effects: the triazole antifungal drugs include fluconazole, isavuconazole, itraconazole, voriconazole, pramiconazole, ravuconazole, and posaconazole and triazole plant-protection fungicides include epoxiconazole, triadimenol, myclobutanil, propiconazole, prothioconazole, metconazole, cyproconazole, tebuconazole, flusilazole and paclobutrazol.SDS of cas: 156311-83-0

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics