(E)-6-(tert-butyldiphenylsilyloxy)-3-methylhex-2-enyl acetate

Base Information

• Chemical Name: (E)-6-(tert-butyldiphenylsilyloxy)-3-methylhex-2-enyl acetate
• CAS No.: 187336-21-6
• Molecular Formula: C₂₅H₃₄O₃Si
• Molecular Weight: 410.629
• Mol file: 187336-21-6.mol

Synonyms:(E)-6-(tert-butyldiphenylsilyloxy)-3-methylhex-2-enyl acetate

Chemical Property of (E)-6-(tert-butyldiphenylsilyloxy)-3-methylhex-2-enyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-6-(tert-butyldiphenylsilyloxy)-3-methylhex-2-enyl acetate

There total 4 articles about (E)-6-(tert-butyldiphenylsilyloxy)-3-methylhex-2-enyl acetate 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: 100.0%

<(2E)-6-Hydroxy-3-methyl-2-hexenyl>acetat (100045-79-2) + tert-butylchlorodiphenylsilane (58479-61-1) → (E)-6-(tert-butyldiphenylsilyloxy)-3-methylhex-2-enyl acetate (187336-21-6)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 2h;

DOI:10.1016/S0968-0896(01)00402-3

Reference yield:

(E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enyl acetate (37715-31-4) → (E)-6-(tert-butyldiphenylsilyloxy)-3-methylhex-2-enyl acetate (187336-21-6)

Guidance literature:

Multi-step reaction with 3 steps

1: HIO₄*2H₂O / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

2: NaBH₄ / ethanol / 1 h / 0 °C

3: imidazole / dimethylformamide / 0 °C

With 1H-imidazole; sodium tetrahydroborate; periodic acid; In tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/ol062378t

Reference yield:

3,7-dimethyl-2E,6-octadien-1-yl acetate (105-87-3,8022-83-1) → (E)-6-(tert-butyldiphenylsilyloxy)-3-methylhex-2-enyl acetate (187336-21-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / mCPBA / CH₂Cl₂ / 2 h / -20 - 20 °C

2: HIO₄*2H₂O / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

3: NaBH₄ / ethanol / 1 h / 0 °C

4: imidazole / dimethylformamide / 0 °C

With 1H-imidazole; sodium tetrahydroborate; periodic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol062378t

upstream raw materials:

<(2E)-6-Hydroxy-3-methyl-2-hexenyl>acetat

tert-butylchlorodiphenylsilane

(E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enyl acetate

3,7-dimethyl-2E,6-octadien-1-yl acetate

Downstream raw materials:

((4E,8E,12E,16E)-6-Benzenesulfonyl-20-benzyloxy-4,9,13,17-tetramethyl-icosa-4,8,12,16-tetraenyloxy)-tert-butyl-diphenyl-silane

((4E,8E,12E,16E)-20-Benzyloxy-4,9,13,17-tetramethyl-icosa-4,8,12,16-tetraenyloxy)-tert-butyl-diphenyl-silane

tert-Butyl-[(4E,8E,12E,16E)-19-(3,3-dimethyl-oxiranyl)-4,9,13,17-tetramethyl-nonadeca-4,8,12,16-tetraenyloxy]-diphenyl-silane

(4E,8E,12E,16E)-20-(tert-Butyl-diphenyl-silanyloxy)-4,8,12,17-tetramethyl-icosa-4,8,12,16-tetraen-1-ol