(2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

Base Information

• Chemical Name: (2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
• CAS No.: 126916-57-2
• Molecular Formula: C₁₂H₁₄F₂N₄O
• Molecular Weight: 268.266
• DSSTox Substance ID: DTXSID20450184
• Nikkaji Number: J654.681A
• Wikidata: Q82269783
• Mol file: 126916-57-2.mol

Synonyms:126916-57-2;(2R,3R)-3-AMINO-2-(2,4-DIFLUORO-PHENYL)-1-[1,2,4]TRIAZOL-1-YL-BUTAN-2-OL;(2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol;(2R,3R)-3-AMINO-2-(2,4-DIFLUOROPHENYL)-1-(1,2,4-TRIAZOL-1-YL)BUTAN-2-OL;(2R,3R)-3-amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol;1H-1,2,4-Triazole-1-ethanol, alpha-[(1R)-1-aminoethyl]-alpha-(2,4-difluorophenyl)-, (alphaR)-rel-;SCHEMBL2343961;DTXSID20450184

Chemical Property of (2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

Chemical Property:

• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 268.11356741
• Heavy Atom Count: 19
• Complexity: 310

Purity/Quality:

(2R,3R)-3-AMINO-2-(2,4-DIFLUORO-PHENYL)-1-[1,2,4]TRIAZOL-1-YL-BUTAN-2-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(CN1C=NC=N1)(C2=C(C=C(C=C2)F)F)O)N
• Isomeric SMILES: C[C@H]([C@](CN1C=NC=N1)(C2=C(C=C(C=C2)F)F)O)N

Technology Process of (2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

There total 14 articles about (2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol 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: 100.0%

(2S,3S)-3-Azido-2-(2,4-difluoro-phenyl)-1-[1,2,4]triazol-1-yl-butan-2-ol → (2R*,3R*)-3-Amino-2-(2,4-difluoropropyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol (126916-57-2,127000-91-3,132563-71-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 1h;

DOI:10.1248/cpb.38.2476

Reference yield: 100.0%

(2S,3R)-3-Azido-2-(2,4-difluoro-phenyl)-1-[1,2,4]triazol-1-yl-butan-2-ol → (2R,3S)-3-Amino-2-(2,4-difluoro-phenyl)-1-[1,2,4]triazol-1-yl-butan-2-ol (126916-57-2,127000-91-3,132563-71-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 1h;

DOI:10.1248/cpb.38.2476

Reference yield:

(2R*,3R*)-2-(2,4-Difluorophenyl)-1,2,3-butanetriol (126918-20-5,132563-67-8,138457-41-7) → (2R,3S)-3-Amino-2-(2,4-difluoro-phenyl)-1-[1,2,4]triazol-1-yl-butan-2-ol (126916-57-2,127000-91-3,132563-71-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 96 percent / pyridine / 0.5 h / 0 °C

2: dimethylformamide / 2 h / 65 - 70 °C

3: 6 h / 0 °C

4: NaOH / methanol / 0.25 h / Ambient temperature

5: 1) methanesulfonyl chloride, pyridine, 2) NaN₃, NH₄Cl / 1) rt, 2 h, 2) DMF, 115 deg C, 15 h

6: 100 percent / H₂ / 10percent Pd/C / ethanol / 1 h

With pyridine; sodium hydroxide; sodium azide; hydrogen; ammonium chloride; methanesulfonyl chloride; palladium on activated charcoal; In methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.38.2476

upstream raw materials:

threo-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol

Methanesulfonic acid (1S,2S)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl ester

(2R^*,3R^*)-2-(2,4-Difluorophenyl)-1,2,3-butanetriol

1-(2,4-difluorophenyl)-2-(tetrahydropyranyloxy)propan-1-one

Downstream raw materials:

6-Chloro-N-[(1S,2S)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-nicotinamide

5-Chloro-thiophene-2-carboxylic acid [(1S,2S)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-amide

(2R*,3R*)-3-(4-Chlorophthalimido)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol

(E)-3-(4-Chloro-phenyl)-N-[(1S,2S)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-acrylamide