(2R,3R)-3-Hydroxy-2-methyl-3-(1-phenylsulfanyl-cyclohexyl)-thiopropionic acid S-phenyl ester

Base Information

• Chemical Name: (2R,3R)-3-Hydroxy-2-methyl-3-(1-phenylsulfanyl-cyclohexyl)-thiopropionic acid S-phenyl ester
• CAS No.: 127940-85-6
• Molecular Formula: C₂₂H₂₆O₂S₂
• Molecular Weight: 386.579
• Mol file: 127940-85-6.mol

Synonyms:(2R,3R)-3-Hydroxy-2-methyl-3-(1-phenylsulfanyl-cyclohexyl)-thiopropionic acid S-phenyl ester

Chemical Property of (2R,3R)-3-Hydroxy-2-methyl-3-(1-phenylsulfanyl-cyclohexyl)-thiopropionic acid S-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-3-Hydroxy-2-methyl-3-(1-phenylsulfanyl-cyclohexyl)-thiopropionic acid S-phenyl ester

There total 1 articles about (2R,3R)-3-Hydroxy-2-methyl-3-(1-phenylsulfanyl-cyclohexyl)-thiopropionic 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: 87.0%

S-phenylthiopropionate (18245-72-2) + 1-(phenylthio)-1-cyclohexanecarboxaldehyde (57768-35-1) → (2R,3R)-3-Hydroxy-2-methyl-3-(1-phenylsulfanyl-cyclohexyl)-thiopropionic acid S-phenyl ester (127940-85-6)

Guidance literature:

With 9-BBN triflate;

DOI:10.1016/S0040-4039(01)93510-5

Reference yield: 71.0%

(2R,3R)-3-Hydroxy-2-methyl-3-(1-phenylsulfanyl-cyclohexyl)-thiopropionic acid S-phenyl ester (127940-85-6) → (2SR,3SR)-3-hydroxy-2-methyl-3-<1-(phenylthio)cyclohexyl>propanamide

Guidance literature:

With ammonia;

DOI:10.1016/S0040-4039(01)93510-5

Reference yield:

(2R,3R)-3-Hydroxy-2-methyl-3-(1-phenylsulfanyl-cyclohexyl)-thiopropionic acid S-phenyl ester (127940-85-6) → (2RS,3RS)-3-(cyclohex-1-enyl)-2-methyl-3-(phenylthio)propylamine (127940-88-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / aq. NH₃ / methanol / 4 h / 40 °C

2: 87 percent / BH₃*THF / tetrahydrofuran / 1 h / Heating

3: 94 percent / TsOH / benzene / 0.17 h / Heating

With ammonium hydroxide; borane-THF; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; benzene;

upstream raw materials:

S-phenylthiopropionate

1-(phenylthio)-1-cyclohexanecarboxaldehyde

Downstream raw materials:

(2RS,3SR)-N-<3-hydroxy-2-methyl-3-<1-(phenylthio)cyclohexyl>propyl>acetamide

(2RS,3RS)-N-<3-(1-cyclohex-2-enyl)-2-methyl-3-(phenylthio)propyl>acetamide

(1SR,2RS)-3-amino-2-methyl-1-<1-(phenylthio)cyclohexyl>propan-1-ol

(2RS,3RS)-3-(cyclohex-1-enyl)-2-methyl-3-(phenylthio)propylamine