benzyl (1S)-1-{[(tert-butoxycarbonyl)amino]methyl}-2-(dimethylamino)-2-oxoethylcarbamate

Base Information

Chemical Name:benzyl (1S)-1-{[(tert-butoxycarbonyl)amino]methyl}-2-(dimethylamino)-2-oxoethylcarbamate
CAS No.:721927-33-9
Molecular Formula:C₁₈H₂₇N₃O₅
Molecular Weight:365.429
Hs Code.:

Synonyms:benzyl (1S)-1-{[(tert-butoxycarbonyl)amino]methyl}-2-(dimethylamino)-2-oxoethylcarbamate

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Chemical Property of benzyl (1S)-1-{[(tert-butoxycarbonyl)amino]methyl}-2-(dimethylamino)-2-oxoethylcarbamate

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Technology Process of benzyl (1S)-1-{[(tert-butoxycarbonyl)amino]methyl}-2-(dimethylamino)-2-oxoethylcarbamate

There total 3 articles about benzyl (1S)-1-{[(tert-butoxycarbonyl)amino]methyl}-2-(dimethylamino)-2-oxoethylcarbamate 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:

: 506-59-2
N,N-dimethylammonium chloride

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

: 77087-60-6,161972-25-4
methyl (S)-2-amino-3-tert-butoxycarbonylaminopropanoate

: 721927-33-9
benzyl (1S)-1-{[(tert-butoxycarbonyl)amino]methyl}-2-(dimethylamino)-2-oxoethylcarbamate

Guidance literature:: benzyl chloroformate; methyl (S)-2-amino-3-tert-butoxycarbonylaminopropanoate; With triethylamine; In dichloromethane; at 20 ℃; for 15h;

With lithium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 3h;

N,N-dimethylammonium chloride; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In DMF (N,N-dimethyl-formamide); at 20 ℃;

Reference yield:

: 16947-84-5,62234-36-0
N-[(benzyloxy)carbonyl]-3-[(tert-butoxycarbonyl)amino]-L-alanine

: 721927-33-9
benzyl (1S)-1-{[(tert-butoxycarbonyl)amino]methyl}-2-(dimethylamino)-2-oxoethylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: DCC / dioxane / 1.) 0 deg C, 10 min; 2.) room temp., 15 h

2: diethyl ether / 0.17 h / Ambient temperature

With dicyclohexyl-carbodiimide; In 1,4-dioxane; diethyl ether;
DOI:10.1021/ja00202a057