ethyl 2-((R)-2-(benzyloxycarbonylamino)propanoyl)-cyclopropanecarboxylate

Base Information

Chemical Name:ethyl 2-((R)-2-(benzyloxycarbonylamino)propanoyl)-cyclopropanecarboxylate
CAS No.:1332641-60-7
Molecular Formula:C₁₇H₂₁NO₅
Molecular Weight:319.357
Hs Code.:

Synonyms:ethyl 2-((R)-2-(benzyloxycarbonylamino)propanoyl)-cyclopropanecarboxylate

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Chemical Property of ethyl 2-((R)-2-(benzyloxycarbonylamino)propanoyl)-cyclopropanecarboxylate

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Technology Process of ethyl 2-((R)-2-(benzyloxycarbonylamino)propanoyl)-cyclopropanecarboxylate

There total 3 articles about ethyl 2-((R)-2-(benzyloxycarbonylamino)propanoyl)-cyclopropanecarboxylate 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: 64.0%

: 1332641-56-1
(R)-benzyl 3-oxopent-4-en-2-ylcarbamate

: 5187-82-6
(ethoxycarbonylmethyl)dimethylsulfonium bromide

: 1332641-60-7
ethyl 2-((R)-2-(benzyloxycarbonylamino)propanoyl)-cyclopropanecarboxylate

Guidance literature:: (ethoxycarbonylmethyl)dimethylsulfonium bromide; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform; at 20 ℃; for 1h;

(R)-benzyl 3-oxopent-4-en-2-ylcarbamate; In chloroform; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1021/ol201828u

Reference yield:

: 26607-51-2
N-benzyloxycarbonyl-D-alanine

: 1332641-60-7
ethyl 2-((R)-2-(benzyloxycarbonylamino)propanoyl)-cyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 20 h / 20 °C

2.1: tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / chloroform / 1 h / 20 °C

3.2: 18 h / 20 °C / Inert atmosphere

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1021/ol201828u

Reference yield:

: 152169-60-3,688763-83-9
benzyl {(2R)-1-[methoxy(methyl)amino]-1-oxopropan-2-yl}carbamate

: 1332641-60-7
ethyl 2-((R)-2-(benzyloxycarbonylamino)propanoyl)-cyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / chloroform / 1 h / 20 °C

2.2: 18 h / 20 °C / Inert atmosphere

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; chloroform;
DOI:10.1021/ol201828u