(2R,3R)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butane-2,3-diol Mesylate

Base Information

• Chemical Name: (2R,3R)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butane-2,3-diol Mesylate
• CAS No.: 1175536-50-1
• Molecular Formula: C13H15F2N3O4S
• Molecular Weight: 365.358
• Mol file: 1175536-50-1.mol

Synonyms:(2R,3R)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butane-2,3-diol Mesylate;(2R,3R)-2-(2,4-Difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol methanesulfonate;Efinaconazole Related Impurity 7 Mesylate;1-[(2R,3R)-2-(2,4-difluorophenyl)-2,3-dihydroxybutyl]-1 H-[1,2,4]triazole methanesulfonate salt;(2R,3R)-2-(2,4-Difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butane-2,3-diol with methanesulfonate

Chemical Property of (2R,3R)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butane-2,3-diol Mesylate

Chemical Property:

• Melting Point: 173.5-174.5℃
• PSA: 133.92000
• LogP: 1.40970
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Sparingly), Methanol (Slightly)

Purity/Quality:

99.9% ^*data from raw suppliers

(2R,3R)-2-(2,4-Difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediolMethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2R,3R)- 2-(2,4-Difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol Methanesulfonate is a useful synthetic intermediate in the synthesis of Efinaconazole; a topical antifungal for onychomycosis. (2R,3R)- 2-(2,4-Difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol Methanesulfonate is also used as a reagent in the synthesis of Ravuconazole; an ergosterol biosynthesis inhibitor and antifungal. (2R,3R)- 2-(2,4-Difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol Methanesulfonate is a useful synthetic intermediate in the synthesis of Efinaconazole (E435070); a topical antifungal for onychomycosis. (2R,3R)- 2-(2,4-Difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol Methanesulfonate is also used as a reagent in the synthesis of Ravuconazole (R128000); an ergosterol biosynthesis inhibitor and antifungal.

Technology Process of (2R,3R)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butane-2,3-diol Mesylate

There total 2 articles about (2R,3R)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butane-2,3-diol Mesylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.7%

1,2,4-Triazole (288-88-0) + methanesulfonic acid (75-75-2,98527-29-8) + (2R,3S)-3-(2',4'-difluorophenyl)-3,4-epoxy-2-butyl-[3,4,5,6-tetrahydro-2H-pyran-2-yl]ether → 1-[(2R,3R)-2-(2,4-difluorophenyl)-2,3-dihydroxybutyl]-1H-[1,2,4]triazole methanesulfonate salt (1175536-50-1)

Guidance literature:

1,2,4-Triazole; (2R,3S)-3-(2',4'-difluorophenyl)-3,4-epoxy-2-butyl-[3,4,5,6-tetrahydro-2H-pyran-2-yl]ether; for 1h;

methanesulfonic acid;

Reference yield: 51.3%

1,2,4-Triazole (288-88-0) + methanesulfonic acid (75-75-2,98527-29-8) + trimethylsulfoxonium iodide (1774-47-6) + (2R)-2',4'-Difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propiophenone (127001-03-0,132563-81-6,138381-87-0,138381-88-1,126918-17-0) → 1-[(2R,3R)-2-(2,4-difluorophenyl)-2,3-dihydroxybutyl]-1H-[1,2,4]triazole methanesulfonate salt (1175536-50-1)

Guidance literature:

1,2,4-Triazole; trimethylsulfoxonium iodide; With sodium t-butanolate; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 - 25 ℃; Large scale reaction;

(2R)-2',4'-Difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propiophenone; In tetrahydrofuran; N,N-dimethyl-formamide; at 25 - 90 ℃; for 12.5h; Large scale reaction;

methanesulfonic acid; at 20 - 25 ℃; Large scale reaction;

DOI:10.1021/op900065c

Reference yield: 78.0%

1-[(2R,3R)-2-(2,4-difluorophenyl)-2,3-dihydroxybutyl]-1H-[1,2,4]triazole methanesulfonate salt (1175536-50-1) → 1-(((2R,3S)-2-(2,4-difluorophenyl)-3-methyloxiran-2-yl)-methyl)-1H-1,2,4-triazole (124627-86-7,132563-70-3,132563-77-0,135270-07-4,135270-10-9,135270-13-2,141611-70-3,127000-90-2)

Guidance literature:

1-[(2R,3R)-2-(2,4-difluorophenyl)-2,3-dihydroxybutyl]-1H-[1,2,4]triazole methanesulfonate salt; With methanesulfonyl chloride; triethylamine; In tetrahydrofuran; tert-butyl methyl ether; at 2 ℃; for 1h; Large scale reaction;

With sodium hydroxide; In tetrahydrofuran; tert-butyl methyl ether; water; Large scale reaction;

DOI:10.1021/op900065c

upstream raw materials:

1,2,4-Triazole

methanesulfonic acid

trimethylsulfoxonium iodide

(2R)-2',4'-Difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propiophenone

Downstream raw materials:

1-(((2R,3S)-2-(2,4-difluorophenyl)-3-methyloxiran-2-yl)-methyl)-1H-1,2,4-triazole

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