(2RS)-2-benzyl-3-<<4-<(tert-butyloxycarbonyl)amino>cyclohexyl>sulfonyl>propionic acid

Base Information

• Chemical Name: (2RS)-2-benzyl-3-<<4-<(tert-butyloxycarbonyl)amino>cyclohexyl>sulfonyl>propionic acid
• CAS No.: 150544-89-1
• Molecular Formula: C₂₁H₃₁NO₆S
• Molecular Weight: 425.546
• Mol file: 150544-89-1.mol

Synonyms:(2RS)-2-benzyl-3-<<4-<(tert-butyloxycarbonyl)amino>cyclohexyl>sulfonyl>propionic acid

Chemical Property of (2RS)-2-benzyl-3-<<4-<(tert-butyloxycarbonyl)amino>cyclohexyl>sulfonyl>propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2RS)-2-benzyl-3-<<4-<(tert-butyloxycarbonyl)amino>cyclohexyl>sulfonyl>propionic acid

There total 5 articles about (2RS)-2-benzyl-3-<<4-<(tert-butyloxycarbonyl)amino>cyclohexyl>sulfonyl>propionic acid 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: 51.6%

(2RS)-2-benzyl-3-<<4-<(tert-butyloxycarbonyl)amino>cyclohexyl>thio>propionic acid (150544-88-0) → (2RS)-2-benzyl-3-<<4-<(tert-butyloxycarbonyl)amino>cyclohexyl>sulfonyl>propionic acid (150544-89-1)

Guidance literature:

With Oxone; In methanol; water; for 40h; Ambient temperature;

DOI:10.1021/jm00071a009

Reference yield:

2-Benzylacrylic acid ethyl ester (20593-63-9) → (2RS)-2-benzyl-3-<<4-<(tert-butyloxycarbonyl)amino>cyclohexyl>sulfonyl>propionic acid (150544-89-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) sodium hexamethyldisilylamide / 1.) methanol, RT, 1 h, 2.) methanol, RT, 1 h

2: 100 percent / aq. NaOH / 1,2-dimethoxy-ethane / 48 h

3: 51.6 percent / oxone / methanol; H₂O / 40 h / Ambient temperature

With Oxone; sodium hydroxide; sodium hexamethyldisilazane; In methanol; 1,2-dimethoxyethane; water;

DOI:10.1021/jm00071a009

Reference yield:

trans-tert-butyl 4-hydroxycyclohexylcarbamate (111300-06-2) → (2RS)-2-benzyl-3-<<4-<(tert-butyloxycarbonyl)amino>cyclohexyl>sulfonyl>propionic acid (150544-89-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 29.8 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 15 h / -60 - 20 °C

2: 1.) sodium hexamethyldisilylamide / 1.) methanol, RT, 1 h, 2.) methanol, RT, 1 h

3: 100 percent / aq. NaOH / 1,2-dimethoxy-ethane / 48 h

4: 51.6 percent / oxone / methanol; H₂O / 40 h / Ambient temperature

With Oxone; sodium hydroxide; sodium hexamethyldisilazane; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water;

DOI:10.1021/jm00071a009

upstream raw materials:

(2RS)-2-benzyl-3-<<4-<(tert-butyloxycarbonyl)amino>cyclohexyl>thio>propionic acid

2-Benzylacrylic acid ethyl ester

trans-tert-butyl 4-hydroxycyclohexylcarbamate

cis-4-<(tert-butyloxycarbonyl)amino>-1-(acetylthio)cyclohexane