2,3-Butanediol, 2-(4-chlorophenyl)-3-(4-fluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-, (2R,3S)-

Base Information

• Chemical Name: 2,3-Butanediol, 2-(4-chlorophenyl)-3-(4-fluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-, (2R,3S)-
• CAS No.: 107679-99-2
• Molecular Formula: C₁₈H₁₇ClFN₃O₂
• Molecular Weight: 361.803
• DSSTox Substance ID: DTXSID60148194
• Wikidata: Q83013675
• Mol file: 107679-99-2.mol

Synonyms:107679-99-2;2,3-Butanediol, 2-(4-chlorophenyl)-3-(4-fluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-, (2R,3S)-;DTXSID60148194;(2R,3S)-2-(4-chlorophenyl)-3-(4-fluorophenyl)-1-(1,2,4-triazol-1-yl)butane-2,3-diol;2,3-Butanediol, 2-(4-chlorophenyl)-3-(4-fluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-, rel-(2R,3S)-

Chemical Property of 2,3-Butanediol, 2-(4-chlorophenyl)-3-(4-fluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-, (2R,3S)-

Chemical Property:

• Vapor Pressure: 2.38E-14mmHg at 25°C
• Boiling Point: 581.2°C at 760 mmHg
• Flash Point: 305.3°C
• Density: 1.32g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 361.0993326
• Heavy Atom Count: 25
• Complexity: 444

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=C(C=C1)F)(C(CN2C=NC=N2)(C3=CC=C(C=C3)Cl)O)O
• Isomeric SMILES: C[C@](C1=CC=C(C=C1)F)([C@](CN2C=NC=N2)(C3=CC=C(C=C3)Cl)O)O

Technology Process of 2,3-Butanediol, 2-(4-chlorophenyl)-3-(4-fluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-, (2R,3S)-

There total 4 articles about 2,3-Butanediol, 2-(4-chlorophenyl)-3-(4-fluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-, (2R,3S)- 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: 22.0%

methylmagnesium bromide (75-16-1) + 2-(4-Chloro-phenyl)-1-(4-fluoro-phenyl)-2-hydroxy-3-[1,2,4]triazol-1-yl-propan-1-one (94147-19-0) → (2R,3R)-2-(4-Chloro-phenyl)-3-(4-fluoro-phenyl)-1-[1,2,4]triazol-1-yl-butane-2,3-diol (107680-00-2) + (2R,3S)-2-(4-Chloro-phenyl)-3-(4-fluoro-phenyl)-1-[1,2,4]triazol-1-yl-butane-2,3-diol (107679-99-2)

Guidance literature:

In tetrahydrofuran; diethyl ether; for 1h; Ambient temperature;

DOI:10.1021/jm00389a016

Reference yield:

2-(4-Chloro-phenyl)-1-(4-fluoro-phenyl)-propenone → (2R,3S)-2-(4-Chloro-phenyl)-3-(4-fluoro-phenyl)-1-[1,2,4]triazol-1-yl-butane-2,3-diol (107679-99-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 10percent aq. NaOH, 30percent aq. H₂O₂ / acetone / 0.5 h / Ambient temperature

2: 1.) NaH / 1.) DMF, RT, 5 min, 2.) DMF, 50 deg C, 17 h

3: 22 percent / tetrahydrofuran; diethyl ether / 1 h / Ambient temperature

With sodium hydroxide; dihydrogen peroxide; sodium hydride; In tetrahydrofuran; diethyl ether; acetone;

DOI:10.1021/jm00389a016

Reference yield:

2-(4-Chloro-phenyl)-1-(4-fluoro-phenyl)-ethanone (126866-16-8) → (2R,3S)-2-(4-Chloro-phenyl)-3-(4-fluoro-phenyl)-1-[1,2,4]triazol-1-yl-butane-2,3-diol (107679-99-2)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic anhydride / 0.25 h / Ambient temperature

2: 10percent aq. NaOH, 30percent aq. H₂O₂ / acetone / 0.5 h / Ambient temperature

3: 1.) NaH / 1.) DMF, RT, 5 min, 2.) DMF, 50 deg C, 17 h

4: 22 percent / tetrahydrofuran; diethyl ether / 1 h / Ambient temperature

With sodium hydroxide; dihydrogen peroxide; sodium hydride; In tetrahydrofuran; diethyl ether; acetic anhydride; acetone;

DOI:10.1021/jm00389a016

upstream raw materials:

methylmagnesium bromide

2-(4-Chloro-phenyl)-1-(4-fluoro-phenyl)-2-hydroxy-3-[1,2,4]triazol-1-yl-propan-1-one

2-(4-Chloro-phenyl)-1-(4-fluoro-phenyl)-ethanone