(1R,3aS,7aR)-4-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methylene-cyclohexylidene]-eth-(E)-ylidene]-1-((S)-1,5-dimethyl-5-triethylsilanyloxy-hexyl)-7a-methyl-octahydro-indene

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Chemical Name:(1R,3aS,7aR)-4-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methylene-cyclohexylidene]-eth-(E)-ylidene]-1-((S)-1,5-dimethyl-5-triethylsilanyloxy-hexyl)-7a-methyl-octahydro-indene
CAS No.:213250-69-2
Molecular Formula:C₄₅H₈₆O₃Si₃
Molecular Weight:759.433
Hs Code.:

(1R,3aS,7aR)-4-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methylene-cyclohexylidene]-eth-(E)-ylidene]-1-((S)-1,5-dimethyl-5-triethylsilanyloxy-hexyl)-7a-methyl-octahydro-indene

Synonyms:(1R,3aS,7aR)-4-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methylene-cyclohexylidene]-eth-(E)-ylidene]-1-((S)-1,5-dimethyl-5-triethylsilanyloxy-hexyl)-7a-methyl-octahydro-indene

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Chemical Property of (1R,3aS,7aR)-4-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methylene-cyclohexylidene]-eth-(E)-ylidene]-1-((S)-1,5-dimethyl-5-triethylsilanyloxy-hexyl)-7a-methyl-octahydro-indene

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Technology Process of (1R,3aS,7aR)-4-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methylene-cyclohexylidene]-eth-(E)-ylidene]-1-((S)-1,5-dimethyl-5-triethylsilanyloxy-hexyl)-7a-methyl-octahydro-indene

There total 14 articles about (1R,3aS,7aR)-4-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methylene-cyclohexylidene]-eth-(E)-ylidene]-1-((S)-1,5-dimethyl-5-triethylsilanyloxy-hexyl)-7a-methyl-octahydro-indene 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: 45.0%

: 213250-68-1
1-(1,5-dimethyl-5-triethylsilanyloxy-hexyl)-7a-methyl-octahydro-inden-4-one

: 213250-64-7
[2-[(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

: 213250-69-2
(1R,3aS,7aR)-4-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methylene-cyclohexylidene]-eth-(E)-ylidene]-1-((S)-1,5-dimethyl-5-triethylsilanyloxy-hexyl)-7a-methyl-octahydro-indene

Guidance literature:: [2-[(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-methylenecyclohexylidene]ethyl]diphenylphosphine oxide; With n-butyllithium; In tetrahydrofuran; hexanes; at 0 ℃;

1-(1,5-dimethyl-5-triethylsilanyloxy-hexyl)-7a-methyl-octahydro-inden-4-one; In tetrahydrofuran; hexanes; at -78 - 0 ℃; for 19h;

Reference yield: 45.0%

: 20(S)-25-[(triethylsilyl)oxy]-des-A,B-cholestan-8-one

: 213250-64-7
[2-[(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

: 213250-69-2
(1R,3aS,7aR)-4-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methylene-cyclohexylidene]-eth-(E)-ylidene]-1-((S)-1,5-dimethyl-5-triethylsilanyloxy-hexyl)-7a-methyl-octahydro-indene

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 19h;

Reference yield:

: 135711-62-5
methyl quinicate

: 213250-69-2
(1R,3aS,7aR)-4-[2-[(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methylene-cyclohexylidene]-eth-(E)-ylidene]-1-((S)-1,5-dimethyl-5-triethylsilanyloxy-hexyl)-7a-methyl-octahydro-indene

Guidance literature:: Multi-step reaction with 10 steps

1: 56 percent / RuCl₃, aq. NaIO₄ / CCl₄; acetonitrile / 8 h

2: 1.) n-BuLi / 1.) THF, hexane, from 0 deg C to RT, 50 min, 2.) THF, hexane, from 0 deg C to RT, 4 h

3: 48 percent / LiAlH₄ / tetrahydrofuran / 19 h / 0 - 20 °C

4: 82 percent / sat. aq. NaIO₄ / methanol / 1 h / 0 °C

5: 1.) diisopropylamine, n-BuLi / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, -78 deg C, 2 h

6: 97 percent / diisobutylaluminum hydride / toluene; CH₂Cl₂ / 1.42 h / -78 - -46 °C

7: n-BuLi / tetrahydrofuran; hexane / 0.08 h / 0 °C

8: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 2.) THF, hexane, 0 deg C, 30 min

9: 10 percent aq. H₂O₂ / CH₂Cl₂ / 1 h / 0 °C

10: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 2.) THF, hexane, from -78 deg C to 0 deg C, 19 h

With ruthenium trichloride; sodium periodate; lithium aluminium tetrahydride; n-butyllithium; dihydrogen peroxide; diisobutylaluminium hydride; diisopropylamine; In tetrahydrofuran; methanol; tetrachloromethane; hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1021/jm9802618