(1R,2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-1,2-dimethyl-2-p-tolyl-cyclopentanecarboxylic acid ethyl ester

Base Information

Chemical Name:(1R,2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-1,2-dimethyl-2-p-tolyl-cyclopentanecarboxylic acid ethyl ester
CAS No.:740800-44-6
Molecular Formula:C₂₃H₃₈O₃Si
Molecular Weight:390.638
Hs Code.:

Synonyms:(1R,2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-1,2-dimethyl-2-p-tolyl-cyclopentanecarboxylic acid ethyl ester

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Chemical Property of (1R,2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-1,2-dimethyl-2-p-tolyl-cyclopentanecarboxylic acid ethyl ester

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Technology Process of (1R,2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-1,2-dimethyl-2-p-tolyl-cyclopentanecarboxylic acid ethyl ester

There total 2 articles about (1R,2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-1,2-dimethyl-2-p-tolyl-cyclopentanecarboxylic acid ethyl ester 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: 93.0%

: 74-88-4
methyl iodide

: 740800-43-5
(1S,2S,4R)-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-2-p-tolyl-cyclopentanecarboxylic acid ethyl ester

: 740800-44-6
(1R,2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-1,2-dimethyl-2-p-tolyl-cyclopentanecarboxylic acid ethyl ester

Guidance literature:: (1S,2S,4R)-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-2-p-tolyl-cyclopentanecarboxylic acid ethyl ester; With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; at -90 ℃; for 0.666667h;

methyl iodide; In tetrahydrofuran; diethyl ether; hexane; at -90 - 0 ℃; Further stages.;
DOI:10.1016/j.tet.2004.05.037

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 740800-44-6
(1R,2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-1,2-dimethyl-2-p-tolyl-cyclopentanecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 100 percent / imidazole / dimethylformamide / 1 h / 20 °C

2.1: LDA; HMPA / tetrahydrofuran; diethyl ether; hexane / 0.67 h / -90 °C

2.2: 93 percent / tetrahydrofuran; diethyl ether; hexane / -90 - 0 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.05.037