2,3-Pentanediol, 4-methyl-2-(4-chlorophenyl)-1-(1H-1,2,4-triazol-1-yl)-, (2R,3R)-

Base Information

• Chemical Name: 2,3-Pentanediol, 4-methyl-2-(4-chlorophenyl)-1-(1H-1,2,4-triazol-1-yl)-, (2R,3R)-
• CAS No.: 107659-57-4
• Molecular Formula: C₁₄H₁₈ClN₃O₂
• Molecular Weight: 295.769
• DSSTox Substance ID: DTXSID30148161
• Wikidata: Q83013623
• Mol file: 107659-57-4.mol

Synonyms:107659-57-4;2,3-Pentanediol, 4-methyl-2-(4-chlorophenyl)-1-(1H-1,2,4-triazol-1-yl)-, (2R,3R)-;DTXSID30148161;(2R,3R)-2-(4-chlorophenyl)-4-methyl-1-(1,2,4-triazol-1-yl)pentane-2,3-diol;2,3-Pentanediol, 4-methyl-2-(4-chlorophenyl)-1-(1H-1,2,4-triazol-1-yl)-, rel-(2R,3R)-

Chemical Property of 2,3-Pentanediol, 4-methyl-2-(4-chlorophenyl)-1-(1H-1,2,4-triazol-1-yl)-, (2R,3R)-

Chemical Property:

• Vapor Pressure: 2.79E-11mmHg at 25°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 295.1087545
• Heavy Atom Count: 20
• Complexity: 311

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2,3-Pentanediol, 4-methyl-2-(4-chlorophenyl)-1-(1H-1,2,4-triazol-1-yl)-, (2R,3R)-

There total 4 articles about 2,3-Pentanediol, 4-methyl-2-(4-chlorophenyl)-1-(1H-1,2,4-triazol-1-yl)-, (2R,3R)- 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: 18.0%

2-(4-Chloro-phenyl)-2-hydroxy-4-methyl-1-[1,2,4]triazol-1-yl-pentan-3-one (94147-79-2) → (2S,3R)-2-(4-Chloro-phenyl)-4-methyl-1-[1,2,4]triazol-1-yl-pentane-2,3-diol (107659-56-3) + (2S,3S)-2-(4-Chloro-phenyl)-4-methyl-1-[1,2,4]triazol-1-yl-pentane-2,3-diol (107659-57-4)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 1h; Ambient temperature;

DOI:10.1021/jm00389a016

Reference yield:

(4-chlorobenzyl) isopropyl ketone (65248-53-5) → (2S,3S)-2-(4-Chloro-phenyl)-4-methyl-1-[1,2,4]triazol-1-yl-pentane-2,3-diol (107659-57-4)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic anhydride / 0.25 h / Ambient temperature

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

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

4: 18 percent / NaBH₄ / ethanol / 1 h / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; dihydrogen peroxide; sodium hydride; In ethanol; acetic anhydride; acetone;

DOI:10.1021/jm00389a016

Reference yield:

2-(4-Chloro-phenyl)-4-methyl-pent-1-en-3-one (105956-31-8) → (2S,3S)-2-(4-Chloro-phenyl)-4-methyl-1-[1,2,4]triazol-1-yl-pentane-2,3-diol (107659-57-4)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 18 percent / NaBH₄ / ethanol / 1 h / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; dihydrogen peroxide; sodium hydride; In ethanol; acetone;

DOI:10.1021/jm00389a016

upstream raw materials:

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

(4-chlorobenzyl) isopropyl ketone

2-(4-Chloro-phenyl)-4-methyl-pent-1-en-3-one

Downstream raw materials:

(4R,5R)-4-(4-Chloro-phenyl)-5-isopropyl-4-[1,2,4]triazol-1-ylmethyl-[1,3]dioxolan-2-one