(2S,3S)-2-[(S)-3-tert-Butoxycarbonyl-2-((S)-2-{(S)-2-[(S)-2-(cyanomethyl-amino)-propionylamino]-3-phenyl-propionylamino}-propionylamino)-propionylamino]-3-methyl-pentanoic acid tert-butyl ester

Base Information

• Chemical Name: (2S,3S)-2-[(S)-3-tert-Butoxycarbonyl-2-((S)-2-{(S)-2-[(S)-2-(cyanomethyl-amino)-propionylamino]-3-phenyl-propionylamino}-propionylamino)-propionylamino]-3-methyl-pentanoic acid tert-butyl ester
• CAS No.: 928770-09-6
• Molecular Formula: C₃₅H₅₄N₆O₈
• Molecular Weight: 686.849
• Mol file: 928770-09-6.mol

Synonyms:(2S,3S)-2-[(S)-3-tert-Butoxycarbonyl-2-((S)-2-{(S)-2-[(S)-2-(cyanomethyl-amino)-propionylamino]-3-phenyl-propionylamino}-propionylamino)-propionylamino]-3-methyl-pentanoic acid tert-butyl ester

Chemical Property of (2S,3S)-2-[(S)-3-tert-Butoxycarbonyl-2-((S)-2-{(S)-2-[(S)-2-(cyanomethyl-amino)-propionylamino]-3-phenyl-propionylamino}-propionylamino)-propionylamino]-3-methyl-pentanoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-2-[(S)-3-tert-Butoxycarbonyl-2-((S)-2-{(S)-2-[(S)-2-(cyanomethyl-amino)-propionylamino]-3-phenyl-propionylamino}-propionylamino)-propionylamino]-3-methyl-pentanoic acid tert-butyl ester

There total 2 articles about (2S,3S)-2-[(S)-3-tert-Butoxycarbonyl-2-((S)-2-{(S)-2-[(S)-2-(cyanomethyl-amino)-propionylamino]-3-phenyl-propionylamino}-propionylamino)-propionylamino]-3-methyl-pentanoic 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:

(2S,3S)-2-((S)-2-{(S)-2-[(S)-2-((S)-2-Amino-propionylamino)-3-phenyl-propionylamino]-propionylamino}-3-tert-butoxycarbonyl-propionylamino)-3-methyl-pentanoic acid tert-butyl ester + cyanomethyl bromide (590-17-0) → (2S,3S)-2-[(S)-3-tert-Butoxycarbonyl-2-((S)-2-{(S)-2-[(S)-2-(cyanomethyl-amino)-propionylamino]-3-phenyl-propionylamino}-propionylamino)-propionylamino]-3-methyl-pentanoic acid tert-butyl ester (928770-09-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 70 ℃; for 4h;

DOI:10.1002/anie.200503991

Reference yield:

Fmoc-AlaPheAlaAsp(OtBu)Ile-OtBu → (2S,3S)-2-[(S)-3-tert-Butoxycarbonyl-2-((S)-2-{(S)-2-[(S)-2-(cyanomethyl-amino)-propionylamino]-3-phenyl-propionylamino}-propionylamino)-propionylamino]-3-methyl-pentanoic acid tert-butyl ester (928770-09-6)

Guidance literature:

Multi-step reaction with 2 steps

1: morpholine / dimethylformamide / 2 h / 20 °C

2: DIPEA / acetonitrile / 4 h / 70 °C

With morpholine; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/anie.200503991

Reference yield: 89.0%

(2S,3S)-2-[(S)-3-tert-Butoxycarbonyl-2-((S)-2-{(S)-2-[(S)-2-(cyanomethyl-amino)-propionylamino]-3-phenyl-propionylamino}-propionylamino)-propionylamino]-3-methyl-pentanoic acid tert-butyl ester (928770-09-6) → C35H52N6O9 (928770-10-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/anie.200503991

upstream raw materials:

cyanomethyl bromide

Downstream raw materials:

C₃₅H₅₂N₆O₉