(S)-tert-butyl (1-((2-(((benzyloxy)carbonyl)amino)ethyl)amino)-1-oxo-3-phenylpropan-2-yl)(methyl)carbamate

Base Information

Chemical Name:(S)-tert-butyl (1-((2-(((benzyloxy)carbonyl)amino)ethyl)amino)-1-oxo-3-phenylpropan-2-yl)(methyl)carbamate
CAS No.:1563182-63-7
Molecular Formula:C₂₅H₃₃N₃O₅
Molecular Weight:455.554
Hs Code.:

Synonyms:(S)-tert-butyl (1-((2-(((benzyloxy)carbonyl)amino)ethyl)amino)-1-oxo-3-phenylpropan-2-yl)(methyl)carbamate

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Chemical Property of (S)-tert-butyl (1-((2-(((benzyloxy)carbonyl)amino)ethyl)amino)-1-oxo-3-phenylpropan-2-yl)(methyl)carbamate

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Technology Process of (S)-tert-butyl (1-((2-(((benzyloxy)carbonyl)amino)ethyl)amino)-1-oxo-3-phenylpropan-2-yl)(methyl)carbamate

There total 4 articles about (S)-tert-butyl (1-((2-(((benzyloxy)carbonyl)amino)ethyl)amino)-1-oxo-3-phenylpropan-2-yl)(methyl)carbamate 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:

: 37553-65-4
Boc-N-Me-Phe-OH

: 72080-83-2
2-benzyloxycarbonylaminoethylamine

: 1563182-63-7
(S)-tert-butyl (1-((2-(((benzyloxy)carbonyl)amino)ethyl)amino)-1-oxo-3-phenylpropan-2-yl)(methyl)carbamate

Guidance literature:: With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; Cooling with ice; Inert atmosphere;
DOI:10.1021/ml400528y

Reference yield:

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

: 1563182-63-7
(S)-tert-butyl (1-((2-(((benzyloxy)carbonyl)amino)ethyl)amino)-1-oxo-3-phenylpropan-2-yl)(methyl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: (1S)-10-camphorsulfonic acid / toluene / 0.5 h / Reflux; Inert atmosphere

1.2: 3 h / 20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / methanol / 8 h / 20 °C

3.1: triethylamine / dichloromethane / 8 h / 0 - 20 °C / Inert atmosphere

4.1: triethylamine; benzotriazol-1-ol; dicyclohexyl-carbodiimide / dichloromethane / 20 °C / Cooling with ice; Inert atmosphere

With palladium 10% on activated carbon; (1S)-10-camphorsulfonic acid; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In methanol; dichloromethane; toluene;
DOI:10.1021/ml400528y

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 1563182-63-7
(S)-tert-butyl (1-((2-(((benzyloxy)carbonyl)amino)ethyl)amino)-1-oxo-3-phenylpropan-2-yl)(methyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: dichloromethane / 23 h / -78 - 0 °C / Inert atmosphere

2: triethylamine; benzotriazol-1-ol; dicyclohexyl-carbodiimide / dichloromethane / 20 °C / Cooling with ice; Inert atmosphere

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1021/ml400528y