[(S)-5-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(S)-5-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester
• CAS No.: 189132-13-6
• Molecular Formula: C₃₄H₅₆N₄O₇
• Molecular Weight: 632.841
• Mol file: 189132-13-6.mol

Synonyms:[(S)-5-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

Chemical Property of [(S)-5-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of [(S)-5-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

There total 1 articles about [(S)-5-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl 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:

N-benzyloxycarbonyl-O-t-butyl-L-serine (1676-75-1) + [(S)-5-Amino-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester; compound with acetic acid → [(S)-5-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester (189132-13-6)

Guidance literature:

With 4-methyl-morpholine; ISOPROPYLAMIDE; benzotriazol-1-ol; dicyclohexyl-carbodiimide; Yield given. Multistep reaction; 1.) CH₂Cl₂, 0 deg C, 1.5 h, 2.) CH₂Cl₂, RT, 48 h;

DOI:10.1021/jm9608671

Reference yield:

[(S)-5-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester (189132-13-6) → Ser(O-t-Bu)-Lys(BOC)-2-cyclohexylethylamide (164931-18-4)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In methanol; for 1h; under 760 Torr;

DOI:10.1021/jm9608671

Reference yield:

[(S)-5-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester (189132-13-6) → [(S)-5-((S)-3-tert-Butoxy-2-{7-[4-(tert-butoxycarbonylamino-methyl)-phenyl]-hept-6-ynoylamino}-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: H₂, AcOH / 5percent Pd/C / methanol / 1 h / 760 Torr

2: 1.) HOBt, DCC, DMF / 1.) CH₂Cl₂, 0 deg C, 1.5 h, 2.) CH₂Cl₂, RT, 48 h

With hydrogen; benzotriazol-1-ol; acetic acid; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol;

DOI:10.1021/jm9608671

upstream raw materials:

N-benzyloxycarbonyl-O-t-butyl-L-serine

Downstream raw materials:

Ser(O-t-Bu)-Lys(BOC)-2-cyclohexylethylamide

[(S)-5-((S)-3-tert-Butoxy-2-{2-[4-(5-tert-butoxycarbonylamino-pentyl)-phenyl]-acetylamino}-propionylamino)-5-(2-cyclohexyl-ethylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester