ethyl (1R,2S,3S)-2-(1'-tert-butoxycarbonylamino-2'-hydroxyethyl)-3-phenyl-1-cyclopropanecarboxylate

Base Information

Chemical Name:ethyl (1R,2S,3S)-2-(1'-tert-butoxycarbonylamino-2'-hydroxyethyl)-3-phenyl-1-cyclopropanecarboxylate
CAS No.:236751-37-4
Molecular Formula:C₁₉H₂₇NO₅
Molecular Weight:349.427
Hs Code.:

Synonyms:ethyl (1R,2S,3S)-2-(1'-tert-butoxycarbonylamino-2'-hydroxyethyl)-3-phenyl-1-cyclopropanecarboxylate

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Chemical Property of ethyl (1R,2S,3S)-2-(1'-tert-butoxycarbonylamino-2'-hydroxyethyl)-3-phenyl-1-cyclopropanecarboxylate

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Technology Process of ethyl (1R,2S,3S)-2-(1'-tert-butoxycarbonylamino-2'-hydroxyethyl)-3-phenyl-1-cyclopropanecarboxylate

There total 4 articles about ethyl (1R,2S,3S)-2-(1'-tert-butoxycarbonylamino-2'-hydroxyethyl)-3-phenyl-1-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: 57.0%

: 236751-33-0
tert-butyl 4(R)-<(1'S,2'R,3'S)-2'-(ethoxycarbonyl)-3'-phenylcyclopropyl>-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 236751-37-4
ethyl (1R,2S,3S)-2-(1'-tert-butoxycarbonylamino-2'-hydroxyethyl)-3-phenyl-1-cyclopropanecarboxylate

Guidance literature:: With toluene-4-sulfonic acid; In methanol; for 5h; Ambient temperature;
DOI:10.1021/jm990128v

Reference yield:

: 102308-32-7
(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 236751-37-4
ethyl (1R,2S,3S)-2-(1'-tert-butoxycarbonylamino-2'-hydroxyethyl)-3-phenyl-1-cyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) hexane, 30 min, 2.) hexane, overnight

2: 26 percent / Rh₂(OAc)4 / CH₂Cl₂

3: 57 percent / p-toluenesulfonic acid monohydrate / methanol / 5 h / Ambient temperature

With dirhodium tetraacetate; n-butyllithium; toluene-4-sulfonic acid; In methanol; dichloromethane;
DOI:10.1021/jm990128v

Reference yield:

: 1449-46-3
benzyltriphenylphosphonium bromide

: 236751-37-4
ethyl (1R,2S,3S)-2-(1'-tert-butoxycarbonylamino-2'-hydroxyethyl)-3-phenyl-1-cyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) hexane, 30 min, 2.) hexane, overnight

2: 26 percent / Rh₂(OAc)4 / CH₂Cl₂

3: 57 percent / p-toluenesulfonic acid monohydrate / methanol / 5 h / Ambient temperature

With dirhodium tetraacetate; n-butyllithium; toluene-4-sulfonic acid; In methanol; dichloromethane;
DOI:10.1021/jm990128v