(3S,4R)-4-Benzyloxy-6-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hex-(E)-ylidene]-3-(tert-butyl-diphenyl-silanyloxy)-cyclohex-1-enecarbaldehyde

Base Information

Chemical Name:(3S,4R)-4-Benzyloxy-6-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hex-(E)-ylidene]-3-(tert-butyl-diphenyl-silanyloxy)-cyclohex-1-enecarbaldehyde
CAS No.:543725-03-7
Molecular Formula:C₄₃H₆₀O₄Si₂
Molecular Weight:697.118
Hs Code.:

(3S,4R)-4-Benzyloxy-6-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hex-(E)-ylidene]-3-(tert-butyl-diphenyl-silanyloxy)-cyclohex-1-enecarbaldehyde

Synonyms:(3S,4R)-4-Benzyloxy-6-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hex-(E)-ylidene]-3-(tert-butyl-diphenyl-silanyloxy)-cyclohex-1-enecarbaldehyde

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Chemical Property of (3S,4R)-4-Benzyloxy-6-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hex-(E)-ylidene]-3-(tert-butyl-diphenyl-silanyloxy)-cyclohex-1-enecarbaldehyde

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Technology Process of (3S,4R)-4-Benzyloxy-6-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hex-(E)-ylidene]-3-(tert-butyl-diphenyl-silanyloxy)-cyclohex-1-enecarbaldehyde

There total 6 articles about (3S,4R)-4-Benzyloxy-6-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hex-(E)-ylidene]-3-(tert-butyl-diphenyl-silanyloxy)-cyclohex-1-enecarbaldehyde 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: 80.0%

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 543724-97-6
C₄₂H₅₉BrO₃Si₂

: 543725-03-7
(3S,4R)-4-Benzyloxy-6-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hex-(E)-ylidene]-3-(tert-butyl-diphenyl-silanyloxy)-cyclohex-1-enecarbaldehyde

Guidance literature:: C₄₂H₅₉BrO₃Si₂; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.333333h;

N,N-dimethyl-formamide; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1139/v02-196

Reference yield:

: 543724-84-1
(4S,5R)-5-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-cyclohex-2-enone

: 543725-03-7
(3S,4R)-4-Benzyloxy-6-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hex-(E)-ylidene]-3-(tert-butyl-diphenyl-silanyloxy)-cyclohex-1-enecarbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1.1: Br₂ / CCl₄ / 1.75 h / 0 °C

2.1: 9.27 g / Et₃N / CCl₄ / 0.67 h

3.1: n-BuLi / tetrahydrofuran / 2.5 h / 0 °C

3.2: CeCl₃ / tetrahydrofuran / 5 h / -78 °C

4.1: 8.77 g / tetrahydrofuran / -78 - 20 °C

5.1: t-BuLi / diethyl ether / -78 - 0 °C

5.2: CuCN / diethyl ether; tetrahydrofuran / 1 h / -68 °C

5.3: 96 percent / diethyl ether; tetrahydrofuran / 3 h / -50 - 0 °C

6.1: n-BuLi / tetrahydrofuran / 0.33 h / -78 °C

6.2: 80 percent / tetrahydrofuran / 1 h / -78 °C

With n-butyllithium; bromine; tert.-butyl lithium; triethylamine; In tetrahydrofuran; tetrachloromethane; diethyl ether;
DOI:10.1139/v02-196

Reference yield:

: 543724-87-4
(4S,5R)-5-Benzyloxy-2-bromo-4-(tert-butyl-diphenyl-silanyloxy)-cyclohex-2-enone

: 543725-03-7
(3S,4R)-4-Benzyloxy-6-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hex-(E)-ylidene]-3-(tert-butyl-diphenyl-silanyloxy)-cyclohex-1-enecarbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran / 2.5 h / 0 °C

1.2: CeCl₃ / tetrahydrofuran / 5 h / -78 °C

2.1: 8.77 g / tetrahydrofuran / -78 - 20 °C

3.1: t-BuLi / diethyl ether / -78 - 0 °C

3.2: CuCN / diethyl ether; tetrahydrofuran / 1 h / -68 °C

3.3: 96 percent / diethyl ether; tetrahydrofuran / 3 h / -50 - 0 °C

4.1: n-BuLi / tetrahydrofuran / 0.33 h / -78 °C

4.2: 80 percent / tetrahydrofuran / 1 h / -78 °C

With n-butyllithium; tert.-butyl lithium; In tetrahydrofuran; diethyl ether;
DOI:10.1139/v02-196