(2S,3R,4S,5R,6RS)-3-(tert-butyldimethylsilyloxy)-6-[3-(4-methoxybenzyloxy)-2-methylpropionyl]-2,4,5-trimethylcyclohexanone

Base Information

Chemical Name:(2S,3R,4S,5R,6RS)-3-(tert-butyldimethylsilyloxy)-6-[3-(4-methoxybenzyloxy)-2-methylpropionyl]-2,4,5-trimethylcyclohexanone
CAS No.:845522-60-3
Molecular Formula:C₂₇H₄₄O₅Si
Molecular Weight:476.729
Hs Code.:

Synonyms:(2S,3R,4S,5R,6RS)-3-(tert-butyldimethylsilyloxy)-6-[3-(4-methoxybenzyloxy)-2-methylpropionyl]-2,4,5-trimethylcyclohexanone

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Chemical Property of (2S,3R,4S,5R,6RS)-3-(tert-butyldimethylsilyloxy)-6-[3-(4-methoxybenzyloxy)-2-methylpropionyl]-2,4,5-trimethylcyclohexanone

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Technology Process of (2S,3R,4S,5R,6RS)-3-(tert-butyldimethylsilyloxy)-6-[3-(4-methoxybenzyloxy)-2-methylpropionyl]-2,4,5-trimethylcyclohexanone

There total 3 articles about (2S,3R,4S,5R,6RS)-3-(tert-butyldimethylsilyloxy)-6-[3-(4-methoxybenzyloxy)-2-methylpropionyl]-2,4,5-trimethylcyclohexanone 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: 76.0%

: 15681-48-8
lithium dimethylcuprate

: 845522-61-4
(2S,3R,4S,8S)-1-[(S)-4-benzyl-2-oxo-oxazolidin-3-yl]-3-(tert-butyldimethylsilyloxy)-9-(4-methoxybenzyloxy)-2,4,8-trimethylnon-5-ene-1,7-dione

: 845522-60-3
(2S,3R,4S,5R,6RS)-3-(tert-butyldimethylsilyloxy)-6-[3-(4-methoxybenzyloxy)-2-methylpropionyl]-2,4,5-trimethylcyclohexanone

Guidance literature:: With dimethylsulfide; In diethyl ether;
DOI:10.1021/ol0478178

Reference yield:

: (3S)-dimethyl [4-(4-methoxybenzyloxy)-3-methyl-2-oxobutyl]phosphonate

: 845522-60-3
(2S,3R,4S,5R,6RS)-3-(tert-butyldimethylsilyloxy)-6-[3-(4-methoxybenzyloxy)-2-methylpropionyl]-2,4,5-trimethylcyclohexanone

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / LiCl; DIPEA / acetonitrile / 20 °C

2: 76 percent / Me₂S / diethyl ether

With dimethylsulfide; N-ethyl-N,N-diisopropylamine; lithium chloride; In diethyl ether; acetonitrile;
DOI:10.1021/ol0478178

Reference yield:

: 812649-72-2
(2R,3R,4S)-5-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-5-oxo-pentanal

: 845522-60-3
(2S,3R,4S,5R,6RS)-3-(tert-butyldimethylsilyloxy)-6-[3-(4-methoxybenzyloxy)-2-methylpropionyl]-2,4,5-trimethylcyclohexanone

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / LiCl; DIPEA / acetonitrile / 20 °C

2: 76 percent / Me₂S / diethyl ether

With dimethylsulfide; N-ethyl-N,N-diisopropylamine; lithium chloride; In diethyl ether; acetonitrile;
DOI:10.1021/ol0478178