ethyl (1R,2R,4S,5R)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexanecarboxylate

Base Information

Chemical Name:ethyl (1R,2R,4S,5R)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexanecarboxylate
CAS No.:886232-05-9
Molecular Formula:C₁₇H₂₁NO₅
Molecular Weight:319.357
Hs Code.:

Synonyms:ethyl (1R,2R,4S,5R)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexanecarboxylate

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Chemical Property of ethyl (1R,2R,4S,5R)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexanecarboxylate

Chemical Property:

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Technology Process of ethyl (1R,2R,4S,5R)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexanecarboxylate

There total 4 articles about ethyl (1R,2R,4S,5R)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexanecarboxylate 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: 56.0%

: 886232-01-5
ethyl (1R,2R)-2-(benzyloxycarbonylamino)-4-cyclohexenecarboxylate

: 886232-05-9
ethyl (1R,2R,4S,5R)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexanecarboxylate

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1016/j.tetlet.2006.02.133

Reference yield:

: 189125-31-3
(1R,2R)-trans-2-aminocyclohex-4-enecarboxylic acid

: 886232-05-9
ethyl (1R,2R,4S,5R)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / SOCl₂ / 4 h / 70 °C

2: 91 percent / Et₃N / tetrahydrofuran / 16 h / 20 °C

3: 56 percent / MCPBA / CH₂Cl₂ / 6 h / 20 °C

With thionyl chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2006.02.133

Reference yield:

: ethyl (1R,2R)-2-amino-4-cyclohexenecarboxylate hydrochloride

: 886232-05-9
ethyl (1R,2R,4S,5R)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / Et₃N / tetrahydrofuran / 16 h / 20 °C

2: 56 percent / MCPBA / CH₂Cl₂ / 6 h / 20 °C

With triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2006.02.133