(1R,3S)-3-(benzyloxycarbonyl)-1,2,2-trimethylcyclopentanecarboxylic acid

Base Information

Chemical Name:(1R,3S)-3-(benzyloxycarbonyl)-1,2,2-trimethylcyclopentanecarboxylic acid
CAS No.:219496-66-9
Molecular Formula:C₁₇H₂₂O₄
Molecular Weight:290.359
Hs Code.:

Synonyms:(1R,3S)-3-(benzyloxycarbonyl)-1,2,2-trimethylcyclopentanecarboxylic acid

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Chemical Property of (1R,3S)-3-(benzyloxycarbonyl)-1,2,2-trimethylcyclopentanecarboxylic acid

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Technology Process of (1R,3S)-3-(benzyloxycarbonyl)-1,2,2-trimethylcyclopentanecarboxylic acid

There total 3 articles about (1R,3S)-3-(benzyloxycarbonyl)-1,2,2-trimethylcyclopentanecarboxylic acid 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%

: 595-29-9
camphoric anhydride

: 100-51-6,185532-71-2
benzyl alcohol

: 219496-66-9
(1R,3S)-3-(benzyloxycarbonyl)-1,2,2-trimethylcyclopentanecarboxylic acid

Guidance literature:: benzyl alcohol; With sodium hydride; In dichloromethane; mineral oil;

camphoric anhydride; In dichloromethane; mineral oil; for 4h; Reflux;
DOI:10.1016/j.tetlet.2011.01.028

Reference yield: 15.0%

: 595-29-9
camphoric anhydride

: 100-51-6,185532-71-2
benzyl alcohol

: C₁₇H₂₂O₄

: 219496-66-9
(1R,3S)-3-(benzyloxycarbonyl)-1,2,2-trimethylcyclopentanecarboxylic acid

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 168h; chemoselective reaction; Inert atmosphere;
DOI:10.1016/j.tetasy.2010.03.022

Reference yield:

: 124-83-4
D-(+)-camphoric acid

: 219496-66-9
(1R,3S)-3-(benzyloxycarbonyl)-1,2,2-trimethylcyclopentanecarboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: thionyl chloride; N,N-dimethyl-formamide / 1,2-dichloro-ethane / Reflux

2.1: sodium hydride / dichloromethane; mineral oil

2.2: 4 h / Reflux

With thionyl chloride; sodium hydride; N,N-dimethyl-formamide; In dichloromethane; 1,2-dichloro-ethane; mineral oil;
DOI:10.1016/j.tetlet.2011.01.028