(Alphar,betar)-beta-(2,4-difluorophenyl)-beta-hydroxy-alpha-methyl-1H-1,2,4-triazole-1-butanoic acid

Base Information

• Chemical Name: (Alphar,betar)-beta-(2,4-difluorophenyl)-beta-hydroxy-alpha-methyl-1H-1,2,4-triazole-1-butanoic acid
• CAS No.: 166948-49-8
• Molecular Formula: C13H13 F2 N3 O3
• Molecular Weight: 297.261
• DSSTox Substance ID: DTXSID00434649
• Nikkaji Number: J2.475.838I
• Wikidata: Q72463891
• Mol file: 166948-49-8.mol

Synonyms:166948-49-8;(ALPHAR,BETAR)-BETA-(2,4-DIFLUOROPHENYL)-BETA-HYDROXY-ALPHA-METHYL-1H-1,2,4-TRIAZOLE-1-BUTANOIC ACID;(2R,3R)-3-(2,4-DIFLUOROPHENYL)-3-HYDROXY-2-METHYL-4-(1,2,4-TRIAZOL-1-YL)BUTANOIC ACID;(2R,3R)-3-(2,4-Difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanoic acid;(|AR,|AR)-|A-(2,4-Difluorophenyl)-|A-hydroxy-|A-methyl-1H-1,2,4-triazole-1-butanoic Acid;SCHEMBL3368908;DTXSID00434649;(?R,?R)-?-(2,4-Difluorophenyl)-?-hydroxy-?-methyl-1H-1,2,4-triazole-1-butanoic Acid;(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-4-[1,2,4]triazol-1-yl-butyric acid;1H-1,2,4-Triazole-1-butanoicacid,b-(2,4-difluorophenyl)-b-hydroxy-a-methyl-,(ar,br)-;(2R ,3 R )-3-(2,4-Difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanoic acid;(2R,3R)-2-Methyl-3-hydroxy-3-(2,4-difluorophenyl)-4-(1H-1,2,4-triazole-1-yl)butyric acid

Chemical Property of (Alphar,betar)-beta-(2,4-difluorophenyl)-beta-hydroxy-alpha-methyl-1H-1,2,4-triazole-1-butanoic acid

Chemical Property:

• Melting Point: 212-213℃
• Boiling Point: 515.1±60.0 °C(Predicted)
• PKA: 3.95±0.24(Predicted)
• PSA: 88.24000
• Density: 1.45
• LogP: 1.16480
• Solubility.: DMSO, Ethyl Acetate, Methanol
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 297.09249761
• Heavy Atom Count: 21
• Complexity: 388

Purity/Quality:

≥98.0% ^*data from raw suppliers

(αR,βR)-β-(2,4-Difluorophenyl)-β-hydroxy-α-methyl-1H-1,2,4-triazole-1-butanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)C(CN1C=NC=N1)(C2=C(C=C(C=C2)F)F)O
• Isomeric SMILES: C[C@@H](C(=O)O)[C@](CN1C=NC=N1)(C2=C(C=C(C=C2)F)F)O
• Uses: Intermediate in the preparation of Albaconazole.

Technology Process of (Alphar,betar)-beta-(2,4-difluorophenyl)-beta-hydroxy-alpha-methyl-1H-1,2,4-triazole-1-butanoic acid

There total 8 articles about (Alphar,betar)-beta-(2,4-difluorophenyl)-beta-hydroxy-alpha-methyl-1H-1,2,4-triazole-1-butanoic acid 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: 89.3%

sodium triazole (41253-21-8) + (2R,3R)-3-[3-(2,4-difluorophenyl)-3,4-epoxy-2-methyl]butanoic acid (166948-48-7) → (2R,3R)-3-[3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-3-(1H-1,2,4-triazol-1-yl)]butanoic acid (166948-49-8)

Guidance literature:

In N,N-dimethyl-formamide; at 0 - 60 ℃;

DOI:10.1016/j.tetasy.2007.03.015

Reference yield: 85.0%

(2R,3R)-2-(2,4-difluorophenyl)-3-benzoyloxy-2-methyl-4-[1,2,4]triazol-1-ylbutyric acid (1165800-96-3) → (2R,3R)-3-[3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-3-(1H-1,2,4-triazol-1-yl)]butanoic acid (166948-49-8)

Guidance literature:

(2R,3R)-2-(2,4-difluorophenyl)-3-benzoyloxy-2-methyl-4-[1,2,4]triazol-1-ylbutyric acid; With sodium hydroxide; water; for 3h; Reflux;

With hydrogenchloride; water; pH=4;

DOI:10.1080/00397910802563420

Reference yield:

3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanoic acid → (2R,3R)-3-[3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-3-(1H-1,2,4-triazol-1-yl)]butanoic acid (166948-49-8)

Guidance literature:

3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanoic acid; With (S)-1-phenyl-ethylamine; In ethyl acetate; isopropyl alcohol; at 75 - 80 ℃; for 0.5h;

With water; sodium hydroxide; pH=> 10; Reagent/catalyst;

upstream raw materials:

1,2,4-Triazole

(2R,3R)-3-[3-(2,4-difluorophenyl)-3,4-epoxy-2-methyl]butanoic acid

sodium triazole

(4S)-5,5-diphenyl-4-isopropyl-3-[(2R,3R)-4-chloro-3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-1-oxobutyl]-1,3-oxazolidin-2-one

Downstream raw materials:

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

(3R,4R)-4-(2,4-difluorophenyl)-3-methyl-4-[1,2,4]triazol-1-ylmethyloxetan-2-one

(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanamide

(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanethioamide