(E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-en-1-ol

Base Information

• Chemical Name: (E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-en-1-ol
• CAS No.: 697751-91-0
• Molecular Formula: C₂₃H₃₂O₂Si
• Molecular Weight: 368.591
• Mol file: 697751-91-0.mol

Synonyms:(E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-en-1-ol

Chemical Property of (E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-en-1-ol

There total 5 articles about (E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-en-1-ol 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: 89.0%

(E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-enoic acid methyl ester (697751-90-9) → (E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-en-1-ol (697751-91-0)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; at -78 ℃;

DOI:10.1039/b401076k

Reference yield:

(E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-enoic acid ethyl ester → (E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-en-1-ol (697751-91-0)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;

DOI:10.1016/0040-4039(95)02188-4

Reference yield:

ethyl anti-(2R,3R)-2-methyl-3-hydroxybutanoate (27372-03-8,51898-35-2,51898-36-3,63647-69-8,78088-27-4,78088-28-5,86853-34-1,92282-67-2,86853-33-0) → (E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-en-1-ol (697751-91-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / imidazole / tetrahydrofuran

2: 94 percent / DIBAL-H / diethyl ether / -78 °C

3: 90 percent / tetrahydrofuran

4: 89 percent / DIBAL-H / diethyl ether / -78 °C

With 1H-imidazole; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether;

DOI:10.1039/b401076k

upstream raw materials:

(E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-enoic acid methyl ester

ethyl anti-(2R,3R)-2-methyl-3-hydroxybutanoate

(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-butyric acid ethyl ester

Downstream raw materials:

(E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-enal

(E)-(2R,3S,6S,7R)-7-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,6-dimethyl-oct-4-enoic acid methyl ester

Acetic acid (3E,15E)-(1R,2S,5S,6R,10S,12R,14S)-14-(tert-butyl-dimethyl-silanyloxy)-16-ethyl-5-(4-methoxy-benzyloxy)-1,2,6,10,12-pentamethyl-7-oxo-octadeca-3,15,17-trienyl ester

Benzoic acid (3E,15E)-(1R,2S,5S,6R,10S,12R,14S)-14-(tert-butyl-dimethyl-silanyloxy)-16-ethyl-5-(4-methoxy-benzyloxy)-1,2,6,10,12-pentamethyl-7-oxo-octadeca-3,15,17-trienyl ester