(1R,3aS,7aR)-[3a,5,5-3H₃]-4-[2-[(3R,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(Z)-ylidene]-7a-methyl-1-[5-methyl-1-(4-methyl-4-trimethylsilanyloxy-pentyl)-5-trimethylsilanyloxy-hexyl]-octahydro-indene

Base Information

• Chemical Name: (1R,3aS,7aR)-[3a,5,5-3H₃]-4-[2-[(3R,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(Z)-ylidene]-7a-methyl-1-[5-methyl-1-(4-methyl-4-trimethylsilanyloxy-pentyl)-5-trimethylsilanyloxy-hexyl]-octahydro-indene
• CAS No.: 853300-34-2
• Molecular Formula: C₄₉H₉₈O₄Si₄
• Molecular Weight: 869.633

Synonyms:

Chemical Property of (1R,3aS,7aR)-[3a,5,5-3H₃]-4-[2-[(3R,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(Z)-ylidene]-7a-methyl-1-[5-methyl-1-(4-methyl-4-trimethylsilanyloxy-pentyl)-5-trimethylsilanyloxy-hexyl]-octahydro-indene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (1R,3aS,7aR)-[3a,5,5-3H₃]-4-[2-[(3R,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(Z)-ylidene]-7a-methyl-1-[5-methyl-1-(4-methyl-4-trimethylsilanyloxy-pentyl)-5-trimethylsilanyloxy-hexyl]-octahydro-indene

There total 5 articles about (1R,3aS,7aR)-[3a,5,5-3H₃]-4-[2-[(3R,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(Z)-ylidene]-7a-methyl-1-[5-methyl-1-(4-methyl-4-trimethylsilanyloxy-pentyl)-5-trimethylsilanyloxy-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:

(1R,3aR,7aR)-[3a,5,5-3H3]-1-[5-(trimethyl-silanyloxy)-1-(4-trimethyl-silanyloxy-4-methyl-pentyl)-5-methyl-hexyl]-7a-methyl-octahydro-inden-4-one (853300-32-0) + (1R,3R)-1,3-bis((tert-butyldimethyl)silanyloxy)-5-[2-(diphenylphosphinoyl)-ethylidene]cyclohexane (139356-39-1) → (1R,3aS,7aR)-[3a,5,5-3H3]-4-[2-[(3R,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(Z)-ylidene]-7a-methyl-1-[5-methyl-1-(4-methyl-4-trimethylsilanyloxy-pentyl)-5-trimethylsilanyloxy-hexyl]-octahydro-indene (853300-34-2)

Guidance literature:

(1R,3R)-1,3-bis((tert-butyldimethyl)silanyloxy)-5-[2-(diphenylphosphinoyl)-ethylidene]cyclohexane; With n-butyllithium; In tetrahydrofuran; hexane; at -72 ℃;

(1R,3aR,7aR)-[3a,5,5-3H₃]-1-[5-(trimethyl-silanyloxy)-1-(4-trimethyl-silanyloxy-4-methyl-pentyl)-5-methyl-hexyl]-7a-methyl-octahydro-inden-4-one; In tetrahydrofuran; hexane; at -72 ℃; for 2.5h;

DOI:10.1002/jlcr.1014

Reference yield:

[1S-(1α,3aβ,4α,7aα)]-octahydro-1-[5-hydroxy-1-(4-hydroxy-4-methylpentyl)-5-methylhexyl]-7a-methyl-4H-inden-4-one (215257-77-5) → (1R,3aS,7aR)-[3a,5,5-3H3]-4-[2-[(3R,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(Z)-ylidene]-7a-methyl-1-[5-methyl-1-(4-methyl-4-trimethylsilanyloxy-pentyl)-5-trimethylsilanyloxy-hexyl]-octahydro-indene (853300-34-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: [3H₂]H₂O; NaOMe / dimethylformamide / 0.5 h / 20 °C

1.2: imidazole / dimethylformamide / 17 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / -72 °C

2.2: tetrahydrofuran; hexane / 2.5 h / -72 °C

With n-butyllithium; tritium oxide; sodium methylate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 2.2: Horner-Wittig olefination;

DOI:10.1002/jlcr.1014

Reference yield:

[1S-(1α,3aβ,4α,7aα)]-octahydro-1-[5-hydroxy-1-(4-hydroxy-4-methylpentyl)-5-methylhexyl]-7a-methyl-4H-inden-4-ol (215257-76-4) → (1R,3aS,7aR)-[3a,5,5-3H3]-4-[2-[(3R,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylidene]-eth-(Z)-ylidene]-7a-methyl-1-[5-methyl-1-(4-methyl-4-trimethylsilanyloxy-pentyl)-5-trimethylsilanyloxy-hexyl]-octahydro-indene (853300-34-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 71 percent / pyridinium dichromate / CH₂Cl₂ / 20 °C

2.1: [3H₂]H₂O; NaOMe / dimethylformamide / 0.5 h / 20 °C

2.2: imidazole / dimethylformamide / 17 h / 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / -72 °C

3.2: tetrahydrofuran; hexane / 2.5 h / -72 °C

With dipyridinium dichromate; n-butyllithium; tritium oxide; sodium methylate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 3.2: Horner-Wittig olefination;

DOI:10.1002/jlcr.1014

upstream raw materials:

(1R,3aR,7aR)-[3a,5,5-3H₃]-1-[5-(trimethyl-silanyloxy)-1-(4-trimethyl-silanyloxy-4-methyl-pentyl)-5-methyl-hexyl]-7a-methyl-octahydro-inden-4-one

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

[1S-(1α,3aβ,4α,7aα)]-octahydro-1-[5-hydroxy-1-(4-hydroxy-4-methylpentyl)-5-methylhexyl]-7a-methyl-4H-inden-4-one

[1S-(1α,3aβ,4α,7aα)]-octahydro-1-[5-hydroxy-1-(4-hydroxy-4-methylpentyl)-5-methylhexyl]-7a-methyl-4H-inden-4-ol

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