(3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-1-trimethylsilanyloxy-cyclohexene

Base Information

Chemical Name:(3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-1-trimethylsilanyloxy-cyclohexene
CAS No.:315220-58-7
Molecular Formula:C₂₉H₆₀O₃Si₃
Molecular Weight:541.05
Hs Code.:

Synonyms:(3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-1-trimethylsilanyloxy-cyclohexene

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Chemical Property of (3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-1-trimethylsilanyloxy-cyclohexene

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Technology Process of (3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-1-trimethylsilanyloxy-cyclohexene

There total 2 articles about (3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-1-trimethylsilanyloxy-cyclohexene 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:

: 75-77-4
chloro-trimethyl-silane

: 315220-58-7
(3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-1-trimethylsilanyloxy-cyclohexene

Guidance literature:: (1E,3S)-1-iodo-3-(tert-butyldimethylsiloxy)-1-octene; With tert.-butyl lithium; In diethyl ether; pentane; at -78 ℃; for 0.5h;

With thien-2-yl(cyano)copper lithium; In tetrahydrofuran; diethyl ether; pentane; at -78 ℃; for 0.5h;

chloro-trimethyl-silane; <(4R)-(+)-tert-Butoxydimethylsiloxy>-2-cyclohexen-1-on; With triethylamine; more than 3 stages;

Reference yield:

: 75-77-4
chloro-trimethyl-silane

: 50999-83-2
(S)-tert-butyl-(1-ethynylhexyloxy)dimethylsilane

: 164577-42-8
<(4R)-(+)-tert-Butoxydimethylsiloxy>-2-cyclohexen-1-on

: 315220-58-7
(3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-1-trimethylsilanyloxy-cyclohexene

Guidance literature:: Multistep reaction.;
DOI:10.1002/1521-3765(20000602)6:11<1917::AID-CHEM1917>3.0.CO;2-7

Reference yield:

: 315220-58-7
(3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-1-trimethylsilanyloxy-cyclohexene

: (Z)-7-[(1R,2R,3R)-3-Hydroxy-2-((E)-(S)-3-hydroxy-oct-1-enyl)-6-oxo-cyclohexyl]-hept-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: MeLi / tetrahydrofuran / 0.33 h / -30 °C

1.2: tetrahydrofuran / 0.5 h / -30 °C

2.1: 93 percent / H₂; quinoline / 5percent Pd/BaSO₄ / cyclohexane; benzene / 4 h / 40 °C / 760.05 Torr

3.1: 81 percent / HF; pyridine / acetonitrile

With pyridine; quinoline; hydrogen fluoride; methyllithium; hydrogen; 5percent Pd/BaSO₄; In tetrahydrofuran; cyclohexane; acetonitrile; benzene; 1.1: Metallation / 1.2: Alkylation / 2.1: Catalytic hydrogenation / 3.1: Silyl ether cleavage;
DOI:10.1002/1521-3765(20000602)6:11<1917::AID-CHEM1917>3.0.CO;2-7