(1S,5R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-[2-[(S)-3-[(1R,2R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohex-(E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexane

Base Information

• Chemical Name: (1S,5R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-[2-[(S)-3-[(1R,2R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohex-(E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexane
• CAS No.: 163379-71-3
• Molecular Formula: C₄₄H₈₆O₃Si₃
• Molecular Weight: 747.422
• Mol file: 163379-71-3.mol

Synonyms:(1S,5R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-[2-[(S)-3-[(1R,2R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohex-(E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexane

Chemical Property of (1S,5R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-[2-[(S)-3-[(1R,2R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohex-(E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,5R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-[2-[(S)-3-[(1R,2R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohex-(E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexane

There total 12 articles about (1S,5R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-[2-[(S)-3-[(1R,2R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohex-(E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexane 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: 93.0%

[(2Z)-2-[(3S,5R)-3,5-bis(tert-butyldimethylsilanyloxy)-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide (81522-68-1) + (S)-3-[(1R,2R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohexanone (163379-48-4) → (1S,5R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-[2-[(S)-3-[(1R,2R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohex-(E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexane (163379-71-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/0960-894X(96)00301-0

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (1S,5R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-[2-[(S)-3-[(1R,2R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohex-(E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexane (163379-71-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / imidazole, DMAP / dimethylformamide

2: 92 percent / 9-BBN, H₂O₂

3: 92 percent / PDC

4: 93 percent / n-BuLi / tetrahydrofuran / -78 °C

With 1H-imidazole; dmap; dipyridinium dichromate; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; dihydrogen peroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/0960-894X(96)00301-0

Reference yield:

(S)-3-[(1R,2R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohexanol → (1S,5R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-[2-[(S)-3-[(1R,2R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohex-(E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexane (163379-71-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / PDC

2: 93 percent / n-BuLi / tetrahydrofuran / -78 °C

With dipyridinium dichromate; n-butyllithium; In tetrahydrofuran;

DOI:10.1016/0960-894X(96)00301-0

upstream raw materials:

[(2Z)-2-[(3S,5R)-3,5-bis(tert-butyldimethylsilanyloxy)-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

(S)-3-[(1R,2R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohexanone

tert-butyldimethylsilyl chloride

4-Nitro-benzoic acid (1R,4R,5R)-1-isopropyl-4-methyl-5-((S)-1-methyl-cyclohex-2-enyl)-hexyl ester

Downstream raw materials:

ZG 1310V