3-hydroxy-2-methyl-5-phenyl-pentanethioic acid S-phenyl ester

Base Information

• Chemical Name: 3-hydroxy-2-methyl-5-phenyl-pentanethioic acid S-phenyl ester
• CAS No.: 137960-30-6
• Molecular Formula: C₁₈H₂₀O₂S
• Molecular Weight: 300.422
• Mol file: 137960-30-6.mol

Synonyms:3-hydroxy-2-methyl-5-phenyl-pentanethioic acid S-phenyl ester

Chemical Property of 3-hydroxy-2-methyl-5-phenyl-pentanethioic acid S-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-hydroxy-2-methyl-5-phenyl-pentanethioic acid S-phenyl ester

There total 6 articles about 3-hydroxy-2-methyl-5-phenyl-pentanethioic acid S-phenyl ester 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:

3-phenyl-propionaldehyde (104-53-0) + rac-2-methyl-3-oxo-3-(phenylthio)propanoic acid (30409-97-3) → 3-hydroxy-2-methyl-5-phenyl-pentanethioic acid S-phenyl ester + 3-hydroxy-2-methyl-5-phenyl-pentanethioic acid S-phenyl ester (137960-30-6) + 3-hydroxy-2-methyl-5-phenyl-pentanethioic acid S-phenyl ester (127422-22-4)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); In acetone; toluene; at 23 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1021/ja051759j

Reference yield:

thiophenol (108-98-5) → 3-hydroxy-2-methyl-5-phenyl-pentanethioic acid S-phenyl ester (137960-30-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: iPr₂NEt; TMSCl / acetonitrile / 0.25 h / 0 °C

1.2: 94 percent / acetonitrile / 12 h / 43 °C

2.1: Cu(OTf)2; (R)-(+)-(2,2)-isopropylidenebis(4-phenyl-2-oxazoline) / toluene; acetone / 24 h / 23 °C

With chloro-trimethyl-silane; copper(II) bis(trifluoromethanesulfonate); N-ethyl-N,N-diisopropylamine; (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); In acetone; toluene; acetonitrile;

DOI:10.1021/ja051759j

Reference yield:

3-phenyl-propionaldehyde (104-53-0) + rac-2-methyl-3-oxo-3-(phenylthio)propanoic acid (30409-97-3) → 3-hydroxy-2-methyl-5-phenyl-pentanethioic acid S-phenyl ester (137960-30-6) + 3-hydroxy-2-methyl-5-phenyl-pentanethioic acid S-phenyl ester (127422-22-4)

Guidance literature:

With R,R-Phbox; copper(II) bis(trifluoromethanesulfonate); In ⁽²⁾H₈-toluene; acetone; at 23 ℃; for 24h; Kinetics;

DOI:10.1021/ja0673682

upstream raw materials:

3-phenyl-propionaldehyde

S-phenylthiopropionate

rac-2-methyl-3-oxo-3-(phenylthio)propanoic acid

thiophenol

Downstream raw materials:

(2R,3S)-3-Hydroxy-2-methyl-5-phenyl-pentanoic acid methyl ester

(3R,4R)-3-Methyl-4-phenethyl-1-propyl-azetidin-2-one

(2R,3R)-3-Azido-2-methyl-5-phenyl-pentanoic acid methyl ester

(3R,4R)-1-Allyl-3-methyl-4-phenethyl-azetidin-2-one