(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-(((tert-butoxy)carbonyl)amino)acetoxy)propanoic acid

Base Information

Chemical Name:(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-(((tert-butoxy)carbonyl)amino)acetoxy)propanoic acid
CAS No.:1380521-30-1
Molecular Formula:C₂₇H₃₃N₃O₉
Molecular Weight:543.574
Hs Code.:

Synonyms:(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-(((tert-butoxy)carbonyl)amino)acetoxy)propanoic acid

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Chemical Property of (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-(((tert-butoxy)carbonyl)amino)acetoxy)propanoic acid

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Technology Process of (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-(((tert-butoxy)carbonyl)amino)acetoxy)propanoic acid

There total 4 articles about (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-(((tert-butoxy)carbonyl)amino)acetoxy)propanoic 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: 86.0%

: tert-butyl (2-(1H-benzo[d][1,2,3]triazol-1-yl)-2-oxoethyl)carbamate

: 860-55-9
(2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoyl)amino]-3-hydroxypropanoic acid

: 1380521-30-1
(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-(((tert-butoxy)carbonyl)amino)acetoxy)propanoic acid

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 12h;
DOI:10.1039/c2ob07050b

Reference yield:

: 1161-13-3
N-Cbz-L-Phe

: 1380521-30-1
(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-(((tert-butoxy)carbonyl)amino)acetoxy)propanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: thionyl chloride / dichloromethane / 0.25 h / 20 °C

1.2: 2.5 h / 20 °C

2.1: triethylamine / water; acetonitrile / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 12 h / 20 °C

With thionyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; water; acetonitrile;
DOI:10.1039/c2ob07050b

Reference yield:

: 4530-20-5
BOC-glycine

: 1380521-30-1
(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-(((tert-butoxy)carbonyl)amino)acetoxy)propanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / Inert atmosphere

1.2: 12 h

2.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 12 h / 20 °C

With N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In dichloromethane; acetonitrile;
DOI:10.1039/c2ob07050b