1-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-cyclopentanecarboxylic acid

Base Information

• Chemical Name: 1-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-cyclopentanecarboxylic acid
• CAS No.: 174077-52-2
• Molecular Formula: C₂₃H₃₃N₃O₇
• Molecular Weight: 463.531
• Mol file: 174077-52-2.mol

Synonyms:1-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-cyclopentanecarboxylic acid

Chemical Property of 1-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-cyclopentanecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-cyclopentanecarboxylic acid

There total 1 articles about 1-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-cyclopentanecarboxylic 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:

Boc-Tyr-OH (3978-80-1) + D-Ala-Ac5c-OH (91633-91-9) → 1-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-cyclopentanecarboxylic acid (174077-52-2)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 13h; Yield given;

DOI:10.1021/jm950490j

Reference yield:

H-Asp(OBut)-Val-Val-Gly-NH2 (145277-66-3) + 1-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-cyclopentanecarboxylic acid (174077-52-2) → C43H68N8O12 (174077-53-3)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 13h; Yield given;

DOI:10.1021/jm950490j

Reference yield:

1-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-cyclopentanecarboxylic acid (174077-52-2) → (S)-3-[(1-{(R)-2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-cyclopentanecarbonyl)-amino]-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid

Guidance literature:

Multi-step reaction with 2 steps

1: HOBt, DCC, Et₃N / dimethylformamide / 13 h / 0 - 20 °C

2: 95percent aq. TFA / 0.5 h

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/jm950490j

upstream raw materials:

Boc-Tyr-OH

D-Ala-Ac₅c-OH

Downstream raw materials:

C₄₃H₆₈N₈O₁₂