[(S)-5-({(S)-1-[(S)-2-((R)-2-Acetylamino-3-mercapto-propionylamino)-3-tert-butoxy-propionyl]-pyrrolidine-2-carbonyl}-amino)-5-((S)-5-benzyloxycarbonylamino-1-methylcarbamoyl-pentylcarbamoyl)-pentyl]-carbamic acid benzyl ester

Base Information

• Chemical Name: [(S)-5-({(S)-1-[(S)-2-((R)-2-Acetylamino-3-mercapto-propionylamino)-3-tert-butoxy-propionyl]-pyrrolidine-2-carbonyl}-amino)-5-((S)-5-benzyloxycarbonylamino-1-methylcarbamoyl-pentylcarbamoyl)-pentyl]-carbamic acid benzyl ester
• CAS No.: 208777-14-4
• Molecular Formula: C₄₆H₆₈N₈O₁₁S
• Molecular Weight: 941.159

Synonyms:

Chemical Property of [(S)-5-({(S)-1-[(S)-2-((R)-2-Acetylamino-3-mercapto-propionylamino)-3-tert-butoxy-propionyl]-pyrrolidine-2-carbonyl}-amino)-5-((S)-5-benzyloxycarbonylamino-1-methylcarbamoyl-pentylcarbamoyl)-pentyl]-carbamic acid benzyl ester

Chemical Property:

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Useful:

Technology Process of [(S)-5-({(S)-1-[(S)-2-((R)-2-Acetylamino-3-mercapto-propionylamino)-3-tert-butoxy-propionyl]-pyrrolidine-2-carbonyl}-amino)-5-((S)-5-benzyloxycarbonylamino-1-methylcarbamoyl-pentylcarbamoyl)-pentyl]-carbamic acid benzyl ester

There total 6 articles about [(S)-5-({(S)-1-[(S)-2-((R)-2-Acetylamino-3-mercapto-propionylamino)-3-tert-butoxy-propionyl]-pyrrolidine-2-carbonyl}-amino)-5-((S)-5-benzyloxycarbonylamino-1-methylcarbamoyl-pentylcarbamoyl)-pentyl]-carbamic acid benzyl 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:

Thiobenzoic acid S-[(R)-2-acetylamino-2-((S)-2-{(S)-2-[(S)-5-benzyloxycarbonylamino-1-((S)-5-benzyloxycarbonylamino-1-methylcarbamoyl-pentylcarbamoyl)-pentylcarbamoyl]-pyrrolidin-1-yl}-1-tert-butoxymethyl-2-oxo-ethylcarbamoyl)-ethyl] ester → [(S)-5-({(S)-1-[(S)-2-((R)-2-Acetylamino-3-mercapto-propionylamino)-3-tert-butoxy-propionyl]-pyrrolidine-2-carbonyl}-amino)-5-((S)-5-benzyloxycarbonylamino-1-methylcarbamoyl-pentylcarbamoyl)-pentyl]-carbamic acid benzyl ester (208777-14-4)

Guidance literature:

With sodium hydroxide;

DOI:10.1016/S0960-894X(98)00163-2

Reference yield:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → [(S)-5-({(S)-1-[(S)-2-((R)-2-Acetylamino-3-mercapto-propionylamino)-3-tert-butoxy-propionyl]-pyrrolidine-2-carbonyl}-amino)-5-((S)-5-benzyloxycarbonylamino-1-methylcarbamoyl-pentylcarbamoyl)-pentyl]-carbamic acid benzyl ester (208777-14-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) DCC, HOBT, 3.) DCC, HOBT, 5.) DCC, HOBT, 7.) DCC, HOBT

2: 2.) DEPC / 2.) DMF

3: 0.2 N aq. NaOH

With sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; diethyl dicarbonate;

DOI:10.1016/S0960-894X(98)00163-2

Reference yield:

Boc-Lys(Z)-OH (2389-45-9) → [(S)-5-({(S)-1-[(S)-2-((R)-2-Acetylamino-3-mercapto-propionylamino)-3-tert-butoxy-propionyl]-pyrrolidine-2-carbonyl}-amino)-5-((S)-5-benzyloxycarbonylamino-1-methylcarbamoyl-pentylcarbamoyl)-pentyl]-carbamic acid benzyl ester (208777-14-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) DCC, HOBT, 3.) DCC, HOBT, 5.) DCC, HOBT, 7.) DCC, HOBT

2: 2.) DEPC / 2.) DMF

3: 0.2 N aq. NaOH

With sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; diethyl dicarbonate;

DOI:10.1016/S0960-894X(98)00163-2

upstream raw materials:

1-(tert-butoxycarbonyl)-L-proline

Boc-Lys(Z)-OH

N-(t-butyloxycarbonyl)-O-(t-butyl)-L-Serine

Boc-Lys(Cbz)-NHMe

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