[(1R,3S)-3-((R)-4-Bromomethyl-cyclohex-3-enyl)-1-isobutyl-butoxy]-tert-butyl-diphenyl-silane

Base Information

• Chemical Name: [(1R,3S)-3-((R)-4-Bromomethyl-cyclohex-3-enyl)-1-isobutyl-butoxy]-tert-butyl-diphenyl-silane
• CAS No.: 80373-75-7
• Molecular Formula: C₃₁H₄₅BrOSi
• Molecular Weight: 541.687
• Mol file: 80373-75-7.mol

Synonyms:[(1R,3S)-3-((R)-4-Bromomethyl-cyclohex-3-enyl)-1-isobutyl-butoxy]-tert-butyl-diphenyl-silane

Chemical Property of [(1R,3S)-3-((R)-4-Bromomethyl-cyclohex-3-enyl)-1-isobutyl-butoxy]-tert-butyl-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(1R,3S)-3-((R)-4-Bromomethyl-cyclohex-3-enyl)-1-isobutyl-butoxy]-tert-butyl-diphenyl-silane

There total 4 articles about [(1R,3S)-3-((R)-4-Bromomethyl-cyclohex-3-enyl)-1-isobutyl-butoxy]-tert-butyl-diphenyl-silane 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: 65.0%

(R)-5-[(1S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-1,5-dimethyl-hexyl]-2-methyl-cyclohexanone (80373-72-4) → [(1R,3S)-3-((R)-4-Bromomethyl-cyclohex-3-enyl)-1-isobutyl-butoxy]-tert-butyl-diphenyl-silane (80373-75-7)

Guidance literature:

With phosphorus tribromide; In tetrahydrofuran; at 0 ℃;

DOI:10.1021/jo00339a054

Reference yield:

tert-Butyl-[(1R,3S)-1-isobutyl-3-((R)-4-methyl-cyclohex-3-enyl)-butoxy]-diphenyl-silane → [(1R,3S)-3-((R)-4-Bromomethyl-cyclohex-3-enyl)-1-isobutyl-butoxy]-tert-butyl-diphenyl-silane (80373-75-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / 0 °C

2: 92 percent / diethylaluminum 2,2,6,6-tetramethylpiperidide / benzene / 3 h / 0 °C

3: 30 percent / lithium diethylamide / diethyl ether

4: 65 percent / PBr₃ / tetrahydrofuran / 0 °C

With diethyl(2,2,6,6-tetramethylpiperidino)aluminium; lithium diethylamide; phosphorus tribromide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;

DOI:10.1021/jo00339a054

Reference yield:

tert-Butyl-[(1R,3S)-1-isobutyl-3-((R)-6-methyl-7-oxa-bicyclo[4.1.0]hept-3-yl)-butoxy]-diphenyl-silane → [(1R,3S)-3-((R)-4-Bromomethyl-cyclohex-3-enyl)-1-isobutyl-butoxy]-tert-butyl-diphenyl-silane (80373-75-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / diethylaluminum 2,2,6,6-tetramethylpiperidide / benzene / 3 h / 0 °C

2: 30 percent / lithium diethylamide / diethyl ether

3: 65 percent / PBr₃ / tetrahydrofuran / 0 °C

With diethyl(2,2,6,6-tetramethylpiperidino)aluminium; lithium diethylamide; phosphorus tribromide; In tetrahydrofuran; diethyl ether; benzene;

DOI:10.1021/jo00339a054

upstream raw materials:

(R)-5-[(1S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-1,5-dimethyl-hexyl]-2-methyl-cyclohexanone

Downstream raw materials:

(R)-4-[(1S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-1,5-dimethyl-hexyl]-cyclohex-1-enecarbaldehyde

(R)-4-[(1S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-1,5-dimethyl-hexyl]-cyclohex-1-enecarboxylic acid methyl ester

(+)-isoepijuvabiol