(4R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Base Information

Chemical Name:(4R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-hydroxy-cyclohex-1-enecarboxylic acid methyl ester
CAS No.:142562-61-6
Molecular Formula:C₁₅H₂₈O₄Si
Molecular Weight:300.47
Hs Code.:

Synonyms:(4R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

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Chemical Property of (4R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

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Technology Process of (4R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

There total 10 articles about (4R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-hydroxy-cyclohex-1-enecarboxylic acid methyl 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: 92.0%

: C₁₅H₂₆O₂Si

: 124-41-4
sodium methylate

: 142508-70-1,142562-61-6,142562-62-7
(4S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: In methanol; at 0 ℃;
DOI:10.15227/orgsyn.073.0231

Reference yield: 91.0%

: 142508-71-2
(4R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-((R)-2-methoxy-2-phenyl-acetoxy)-cyclohex-1-enecarboxylic acid methyl ester

: 142562-61-6
(4R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: With sodium methylate; In tetrahydrofuran; methanol; for 8h;
DOI:10.1021/jm00095a026

Reference yield:

: 19978-32-6
3-bromo-2H-pyran-2-one

: 142562-61-6
(4R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

2: 1.) tributyltin hydride, AIBN, DBU / 1.) benzene, reflux, 2 h, 2.) THF, -35 deg C - 25 deg C, 11 h

3: 46 percent / 1,3-dicyclohexylcarbodiimide, 4-(dimethylamino)-pyridine / diethyl ether / 12 h / Ambient temperature

4: 91 percent / sodium methoxide / methanol; tetrahydrofuran / 8 h

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; diethyl ether;
DOI:10.1021/jm00095a026