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

Base Information

• Chemical Name: (R)-4-[(1S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-1,5-dimethyl-hexyl]-cyclohex-1-enecarboxylic acid methyl ester
• CAS No.: 80373-81-5
• Molecular Formula: C₃₂H₄₆O₃Si
• Molecular Weight: 506.801
• Mol file: 80373-81-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about (R)-4-[(1S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-1,5-dimethyl-hexyl]-cyclohex-1-enecarboxylic acid methyl ester 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: 87.0%

sodium cyanide (143-33-9,25596-52-5) + (R)-4-[(1S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-1,5-dimethyl-hexyl]-cyclohex-1-enecarbaldehyde (80373-78-0) → (R)-4-[(1S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-1,5-dimethyl-hexyl]-cyclohex-1-enecarboxylic acid methyl ester (80373-81-5)

Guidance literature:

With manganese(IV) oxide; In acetic acid; at 22 ℃; for 12h;

DOI:10.1021/jo00339a054

Reference yield:

tert-Butyl-[(1R,3S)-1-isobutyl-3-((R)-4-methyl-cyclohex-3-enyl)-butoxy]-diphenyl-silane → (R)-4-[(1S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-1,5-dimethyl-hexyl]-cyclohex-1-enecarboxylic acid methyl ester (80373-81-5)

Guidance literature:

Multi-step reaction with 6 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

5: 88 percent / 2-nitropropane, KOH / H₂O; tetrahydrofuran; propan-2-ol / 1 h / 40 - 50 °C

6: 87 percent / manganese dioxide / acetic acid / 12 h / 22 °C

With manganese(IV) oxide; potassium hydroxide; diethyl(2,2,6,6-tetramethylpiperidino)aluminium; 2-nitropropane; lithium diethylamide; phosphorus tribromide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetic acid; isopropyl alcohol; 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 → (R)-4-[(1S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-1,5-dimethyl-hexyl]-cyclohex-1-enecarboxylic acid methyl ester (80373-81-5)

Guidance literature:

Multi-step reaction with 5 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

4: 88 percent / 2-nitropropane, KOH / H₂O; tetrahydrofuran; propan-2-ol / 1 h / 40 - 50 °C

5: 87 percent / manganese dioxide / acetic acid / 12 h / 22 °C

With manganese(IV) oxide; potassium hydroxide; diethyl(2,2,6,6-tetramethylpiperidino)aluminium; 2-nitropropane; lithium diethylamide; phosphorus tribromide; In tetrahydrofuran; diethyl ether; water; acetic acid; isopropyl alcohol; benzene;

DOI:10.1021/jo00339a054

upstream raw materials:

sodium cyanide

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

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

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

Downstream raw materials:

(+)-isoepijuvabiol