(2R,3S)-2-Acetylamino-4-benzyloxy-3-phenylsulfanyl-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Base Information

• Chemical Name: (2R,3S)-2-Acetylamino-4-benzyloxy-3-phenylsulfanyl-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
• CAS No.: 176384-42-2
• Molecular Formula: C₃₅H₄₃NO₄S
• Molecular Weight: 573.797
• Mol file: 176384-42-2.mol

Synonyms:(2R,3S)-2-Acetylamino-4-benzyloxy-3-phenylsulfanyl-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Chemical Property of (2R,3S)-2-Acetylamino-4-benzyloxy-3-phenylsulfanyl-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-2-Acetylamino-4-benzyloxy-3-phenylsulfanyl-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

There total 3 articles about (2R,3S)-2-Acetylamino-4-benzyloxy-3-phenylsulfanyl-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl 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:

(-)-8-phenylmenthol (65253-04-5) → (2R,3S)-2-Acetylamino-4-benzyloxy-3-phenylsulfanyl-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (176384-42-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / Me₃Al / tetrahydrofuran / -60 °C

2: LiSPH / toluene / -78 °C

With trimethylaluminum; lithium thiophenoxide; In tetrahydrofuran; toluene;

DOI:10.1248/cpb.44.636

Reference yield:

(Z)-2-Acetylamino-4-benzyloxy-but-2-enoic acid methyl ester → (2R,3S)-2-Acetylamino-4-benzyloxy-3-phenylsulfanyl-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (176384-42-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / Me₃Al / tetrahydrofuran / -60 °C

2: LiSPH / toluene / -78 °C

With trimethylaluminum; lithium thiophenoxide; In tetrahydrofuran; toluene;

DOI:10.1248/cpb.44.636

Reference yield:

thiophenol (108-98-5) + (Z)-2-Acetylamino-4-benzyloxy-but-2-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (176384-40-0) → (2R,3S)-2-Acetylamino-4-benzyloxy-3-phenylsulfanyl-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (176384-42-2)

Guidance literature:

With lithium thiophenoxide; In toluene; at -78 ℃; Yield given;

DOI:10.1248/cpb.44.636

upstream raw materials:

thiophenol

(Z)-2-Acetylamino-4-benzyloxy-but-2-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

(-)-8-phenylmenthol