benzyl (Z)-(2-((1-((2-hydroxyethyl)amino)-3-methyl-1-oxopent-2-en-2-yl)amino)-2-oxoethyl)carbamate

Base Information

Chemical Name:benzyl (Z)-(2-((1-((2-hydroxyethyl)amino)-3-methyl-1-oxopent-2-en-2-yl)amino)-2-oxoethyl)carbamate
CAS No.:1620220-04-3
Molecular Formula:C₁₈H₂₅N₃O₅
Molecular Weight:363.414
Hs Code.:

Synonyms:benzyl (Z)-(2-((1-((2-hydroxyethyl)amino)-3-methyl-1-oxopent-2-en-2-yl)amino)-2-oxoethyl)carbamate

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Chemical Property of benzyl (Z)-(2-((1-((2-hydroxyethyl)amino)-3-methyl-1-oxopent-2-en-2-yl)amino)-2-oxoethyl)carbamate

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Technology Process of benzyl (Z)-(2-((1-((2-hydroxyethyl)amino)-3-methyl-1-oxopent-2-en-2-yl)amino)-2-oxoethyl)carbamate

There total 8 articles about benzyl (Z)-(2-((1-((2-hydroxyethyl)amino)-3-methyl-1-oxopent-2-en-2-yl)amino)-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: 90.0%

: 1620220-02-1
2-azidoethyl (Z)-2-(2-(((benzyloxy)carbonyl)amino)acetamido)-3-methylpent-2-enoate

: 1620220-04-3
benzyl (Z)-(2-((1-((2-hydroxyethyl)amino)-3-methyl-1-oxopent-2-en-2-yl)amino)-2-oxoethyl)carbamate

Guidance literature:: 2-azidoethyl (Z)-2-(2-(((benzyloxy)carbonyl)amino)acetamido)-3-methylpent-2-enoate; With trimethylphosphane; In tetrahydrofuran; water; at 0 - 20 ℃; for 21h; Inert atmosphere;

With morpholine; In tetrahydrofuran; water; at 0 - 20 ℃; for 72h; Inert atmosphere;
DOI:10.1021/ol5018933

Reference yield:

: 110-91-8,99108-56-2
morpholine

: 1620220-08-7
2-azidoethyl (E)-2-(2-(((benzyloxy)carbonyl)amino)acetamido)-3-methylpent-2-enoate

: 1620220-04-3
benzyl (Z)-(2-((1-((2-hydroxyethyl)amino)-3-methyl-1-oxopent-2-en-2-yl)amino)-2-oxoethyl)carbamate

: 1620220-10-1
benzyl (E)-(2-((1-((2-hydroxyethyl)amino)-3-methyl-1-oxopent-2-en-2-yl)amino)-2-oxoethyl)carbamate

Guidance literature:: 2-azidoethyl (E)-2-(2-(((benzyloxy)carbonyl)amino)acetamido)-3-methylpent-2-enoate; With trimethylphosphane; In tetrahydrofuran; water; at 0 ℃; for 20h; Inert atmosphere;

morpholine; In tetrahydrofuran; water; at 20 ℃; for 60h; Overall yield = 96 %; Overall yield = 2.7 mg; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol5018933

Reference yield:

: 1138-80-3
N-(Benzyloxycarbonyl)glycine

: 1620220-04-3
benzyl (Z)-(2-((1-((2-hydroxyethyl)amino)-3-methyl-1-oxopent-2-en-2-yl)amino)-2-oxoethyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water; tetrahydrofuran; N,N-dimethyl-formamide / 24 h / 0 °C / Inert atmosphere

2.1: lithium hydroxide monohydrate / water; tert-butyl alcohol / 2 h / 0 °C

3.1: triethylamine / N,N-dimethyl-formamide / 22 h / 80 °C / Inert atmosphere

4.1: Martins sulfurane / chloroform / 1 h / 0 °C

5.1: trimethylphosphane / water; tetrahydrofuran / 21 h / 0 - 20 °C / Inert atmosphere

5.2: 72 h / 0 - 20 °C / Inert atmosphere

With Martins sulfurane; lithium hydroxide monohydrate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trimethylphosphane; In tetrahydrofuran; chloroform; water; N,N-dimethyl-formamide; tert-butyl alcohol; 5.1: |Staudinger Azide Reduction;
DOI:10.1021/ol5018933