[1R,3aR,7aR,4E]-4-{2(Z)-[3(S),5(R)-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-ethylidene}-7a-methyl-1-[5-methyl-1(S)-(4-methyl-4-triethylsilanyloxy-pentyl)-4(R),5-bis-triethylsilanyloxy-hexyl]-octahydro-indene

Base Information

Chemical Name:[1R,3aR,7aR,4E]-4-{2(Z)-[3(S),5(R)-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-ethylidene}-7a-methyl-1-[5-methyl-1(S)-(4-methyl-4-triethylsilanyloxy-pentyl)-4(R),5-bis-triethylsilanyloxy-hexyl]-octahydro-indene
CAS No.:827032-53-1
Molecular Formula:C₆₁H₁₂₄O₅Si₅
Molecular Weight:1078.08
Hs Code.:

[1R,3aR,7aR,4E]-4-{2(Z)-[3(S),5(R)-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-ethylidene}-7a-methyl-1-[5-methyl-1(S)-(4-methyl-4-triethylsilanyloxy-pentyl)-4(R),5-bis-triethylsilanyloxy-hexyl]-octahydro-indene

Synonyms:[1R,3aR,7aR,4E]-4-{2(Z)-[3(S),5(R)-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-ethylidene}-7a-methyl-1-[5-methyl-1(S)-(4-methyl-4-triethylsilanyloxy-pentyl)-4(R),5-bis-triethylsilanyloxy-hexyl]-octahydro-indene

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Chemical Property of [1R,3aR,7aR,4E]-4-{2(Z)-[3(S),5(R)-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-ethylidene}-7a-methyl-1-[5-methyl-1(S)-(4-methyl-4-triethylsilanyloxy-pentyl)-4(R),5-bis-triethylsilanyloxy-hexyl]-octahydro-indene

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Technology Process of [1R,3aR,7aR,4E]-4-{2(Z)-[3(S),5(R)-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-ethylidene}-7a-methyl-1-[5-methyl-1(S)-(4-methyl-4-triethylsilanyloxy-pentyl)-4(R),5-bis-triethylsilanyloxy-hexyl]-octahydro-indene

There total 12 articles about [1R,3aR,7aR,4E]-4-{2(Z)-[3(S),5(R)-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-ethylidene}-7a-methyl-1-[5-methyl-1(S)-(4-methyl-4-triethylsilanyloxy-pentyl)-4(R),5-bis-triethylsilanyloxy-hexyl]-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: 88.0%

: 139356-39-1
(1R,3R)-1,3-bis((tert-butyldimethyl)silanyloxy)-5-[2-(diphenylphosphinoyl)-ethylidene]cyclohexane

: 770714-47-1
(1R,3aR,7aR)-7a-methyl-1-[(1S,4R)-5-methyl-1-(4-methyl-4-(triethylsilanyloxy)pentyl)-4,5-bis(triethylsilanyloxy)hexyl]octahydroinden-4-one

: 827032-53-1
[1R,3aR,7aR,4E]-4-{2(Z)-[3(S),5(R)-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-ethylidene}-7a-methyl-1-[5-methyl-1(S)-(4-methyl-4-triethylsilanyloxy-pentyl)-4(R),5-bis-triethylsilanyloxy-hexyl]-octahydro-indene

Guidance literature:: (1R,3R)-1,3-bis((tert-butyldimethyl)silanyloxy)-5-[2-(diphenylphosphinoyl)-ethylidene]cyclohexane; With n-butyllithium; In tetrahydrofuran; hexane; at -70 ℃; for 0.166667h;

(1R,3aR,7aR)-7a-methyl-1-[(1S,4R)-5-methyl-1-(4-methyl-4-(triethylsilanyloxy)pentyl)-4,5-bis(triethylsilanyloxy)hexyl]octahydroinden-4-one; In tetrahydrofuran; hexane; for 3h;
DOI:10.1021/jm049340b

Reference yield:

: 792959-68-3
(3R,6R)-6-[(1R,3aR,4S,7aR)-4-(tert-butyldimethylsilanyloxy)-7a-methyloctahydroinden-1-yl]-2,10-dimethylundecane-2,3,10-triol

: 827032-53-1
[1R,3aR,7aR,4E]-4-{2(Z)-[3(S),5(R)-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-ethylidene}-7a-methyl-1-[5-methyl-1(S)-(4-methyl-4-triethylsilanyloxy-pentyl)-4(R),5-bis-triethylsilanyloxy-hexyl]-octahydro-indene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 79 percent / aq. fluorosilic acid / acetonitrile / 2.5 h

2.1: 100 percent / pyridinium tosylate / CH₂Cl₂ / 5.75 h

3.1: 91 percent / pyridinium dichromate; Celite / CH₂Cl₂ / 2.5 h

4.1: 94 percent / aq. oxalic acid / methanol / 1.25 h

5.1: 78.4 percent / imidazole; N,N-dimethylpyridine / dimethylformamide / 17 h

6.1: BuLi / hexane; tetrahydrofuran / 0.17 h / -70 °C

6.2: 88 percent / hexane; tetrahydrofuran / 3 h

With 1H-imidazole; dipyridinium dichromate; n-butyllithium; N,N-dimethylpyridine; Celite; fluorosilic acid; pyridinium p-toluenesulfonate; oxalic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 6.2: Wittig-Horner reaction;
DOI:10.1021/jm049340b

Reference yield:

: 770714-50-6
(3R,6S)-6-((1R,3aR,4S,7aR)-4-hydroxy-7a-methyloctahydroinden-1-yl)-2,10-dimethylundecane-2,3,10-triol

: 827032-53-1
[1R,3aR,7aR,4E]-4-{2(Z)-[3(S),5(R)-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-ethylidene}-7a-methyl-1-[5-methyl-1(S)-(4-methyl-4-triethylsilanyloxy-pentyl)-4(R),5-bis-triethylsilanyloxy-hexyl]-octahydro-indene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / pyridinium tosylate / CH₂Cl₂ / 5.75 h

2.1: 91 percent / pyridinium dichromate; Celite / CH₂Cl₂ / 2.5 h

3.1: 94 percent / aq. oxalic acid / methanol / 1.25 h

4.1: 78.4 percent / imidazole; N,N-dimethylpyridine / dimethylformamide / 17 h

5.1: BuLi / hexane; tetrahydrofuran / 0.17 h / -70 °C

5.2: 88 percent / hexane; tetrahydrofuran / 3 h

With 1H-imidazole; dipyridinium dichromate; n-butyllithium; N,N-dimethylpyridine; Celite; pyridinium p-toluenesulfonate; oxalic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 5.2: Wittig-Horner reaction;
DOI:10.1021/jm049340b