(3E,5E)-(R)-7-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2,4-dimethyl-octa-3,5-dien-2-ol

Base Information

Chemical Name:(3E,5E)-(R)-7-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2,4-dimethyl-octa-3,5-dien-2-ol
CAS No.:501431-56-7
Molecular Formula:C₄₁H₇₂O₃Si₂
Molecular Weight:669.192
Hs Code.:

(3E,5E)-(R)-7-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2,4-dimethyl-octa-3,5-dien-2-ol

Synonyms:(3E,5E)-(R)-7-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2,4-dimethyl-octa-3,5-dien-2-ol

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Chemical Property of (3E,5E)-(R)-7-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2,4-dimethyl-octa-3,5-dien-2-ol

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Technology Process of (3E,5E)-(R)-7-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2,4-dimethyl-octa-3,5-dien-2-ol

There total 11 articles about (3E,5E)-(R)-7-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2,4-dimethyl-octa-3,5-dien-2-ol 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: 50.0%

: 501431-52-3
(5Z,7E,24E)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-24-methyl-24a-homo-9,10-secocholesta-5,7,10⁽¹⁹⁾,24-tetraen-23,25-diol

: 501431-56-7
(3E,5E)-(R)-7-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2,4-dimethyl-octa-3,5-dien-2-ol

Guidance literature:: With disodium hydrogenphosphate; sodium amalgam; In methanol; at 20 ℃; for 2h;
DOI:10.1016/S0039-128X(02)00038-7

Reference yield: 49.0%

: C₄₁H₇₀O₄Si₂

: 75-16-1
methylmagnesium bromide

: C₄₁H₇₂O₃Si₂

: 501431-56-7
(3E,5E)-(R)-7-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2,4-dimethyl-octa-3,5-dien-2-ol

Guidance literature:: In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/j.jsbmb.2015.08.025

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 501431-56-7
(3E,5E)-(R)-7-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2,4-dimethyl-octa-3,5-dien-2-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 98 percent / imidazole / dimethylformamide / 24 h / 20 °C

2.1: 97 percent / sodium borohydride / CH₂Cl₂; methanol / 0.25 h / 20 °C

3.1: 60 percent / KOH / methanol / 48 h / 95 °C

4.1: 90 percent / triethylamine; 4,4-dimethylaminopyridine / CH₂Cl₂ / 28 h / 20 °C

5.1: lithium bromide dihydrate; lithium carbonate / dimethylformamide / 0.33 h / 80 °C

5.2: 88 percent / dimethylformamide / 2.5 h / 80 °C

6.1: 88 percent / n-BuLi / tetrahydrofuran / 0.25 h / -70 °C

7.1: 70 percent / diethyl ether; tetrahydrofuran / 2 h / 20 °C

8.1: 50 percent / Na₂HPO₄; sodium amalgam / methanol / 2 h / 20 °C

With 1H-imidazole; dmap; potassium hydroxide; sodium tetrahydroborate; disodium hydrogenphosphate; sodium amalgam; n-butyllithium; lithium carbonate; triethylamine; lithium bromide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0039-128X(02)00038-7