tert-butyl ((1S)-2-{[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-benzyl-2-oxoethyl]amino}-1-methyl-2-oxoethyl)carbamate

Base Information

Chemical Name:tert-butyl ((1S)-2-{[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-benzyl-2-oxoethyl]amino}-1-methyl-2-oxoethyl)carbamate
CAS No.:1443224-42-7
Molecular Formula:C₂₃H₂₇N₅O₄
Molecular Weight:437.498
Hs Code.:

Synonyms:tert-butyl ((1S)-2-{[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-benzyl-2-oxoethyl]amino}-1-methyl-2-oxoethyl)carbamate

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Chemical Property of tert-butyl ((1S)-2-{[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-benzyl-2-oxoethyl]amino}-1-methyl-2-oxoethyl)carbamate

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Technology Process of tert-butyl ((1S)-2-{[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-benzyl-2-oxoethyl]amino}-1-methyl-2-oxoethyl)carbamate

There total 3 articles about tert-butyl ((1S)-2-{[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-benzyl-2-oxoethyl]amino}-1-methyl-2-oxoethyl)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: 85.0%

: 95-14-7,27556-51-0
1,2,3-Benzotriazole

: 2448-58-0,94883-19-9
(S)-2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)-3-phenylpropanoic acid

: 1443224-42-7
tert-butyl ((1S)-2-{[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-benzyl-2-oxoethyl]amino}-1-methyl-2-oxoethyl)carbamate

Guidance literature:: 1,2,3-Benzotriazole; With thionyl chloride; In dichloromethane; at 20 ℃; for 0.5h;

With triethylamine; In dichloromethane; for 0.166667h;

(S)-2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)-3-phenylpropanoic acid; In dichloromethane; at -15 - 5 ℃; for 5h; Inert atmosphere;
DOI:10.1016/j.bmc.2013.12.017

Reference yield:

: 15761-38-3
L-N-Boc-Ala

: 1443224-42-7
tert-butyl ((1S)-2-{[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-benzyl-2-oxoethyl]amino}-1-methyl-2-oxoethyl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: thionyl chloride / tetrahydrofuran / 0.33 h / 20 °C

1.2: 2 h / 20 °C

2.1: triethylamine / acetonitrile; water / 16 h

3.1: thionyl chloride / dichloromethane / 0.5 h / 20 °C

3.2: 0.17 h

3.3: 5 h / -15 - 5 °C / Inert atmosphere

With thionyl chloride; triethylamine; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1016/j.bmc.2013.12.017

Reference yield:

: 514214-68-7
(S)-tert-butyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxopropan-2-yl)carbamate

: 1443224-42-7
tert-butyl ((1S)-2-{[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-benzyl-2-oxoethyl]amino}-1-methyl-2-oxoethyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / acetonitrile; water / 16 h

2.1: thionyl chloride / dichloromethane / 0.5 h / 20 °C

2.2: 0.17 h

2.3: 5 h / -15 - 5 °C / Inert atmosphere

With thionyl chloride; triethylamine; In dichloromethane; water; acetonitrile;
DOI:10.1016/j.bmc.2013.12.017