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

Base Information

• Chemical Name: (E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-enoic acid methyl ester
• CAS No.: 697751-90-9
• Molecular Formula: C₂₄H₃₂O₃Si
• Molecular Weight: 396.602
• Mol file: 697751-90-9.mol

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

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

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-enoic acid methyl ester

There total 3 articles about (E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-enoic 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: 90.0%

methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) + (2R,3R)-3-(tert-butyldiphenylsilyloxy)-2-methylbutanal (697751-93-2) → (E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-enoic acid methyl ester (697751-90-9)

Guidance literature:

In tetrahydrofuran;

DOI:10.1039/b401076k

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-enoic acid methyl ester (697751-90-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / imidazole / tetrahydrofuran

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

3: 90 percent / tetrahydrofuran

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

DOI:10.1039/b401076k

Reference yield:

(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-butyric acid ethyl ester (697751-89-6) → (E)-(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-enoic acid methyl ester (697751-90-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / DIBAL-H / diethyl ether / -78 °C

2: 90 percent / tetrahydrofuran

With diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether;

DOI:10.1039/b401076k

upstream raw materials:

methyl (triphenylphosphoranylidene)acetate

(2R,3R)-3-(tert-butyldiphenylsilyloxy)-2-methylbutanal

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

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

Downstream raw materials:

2,2,2-Trichloro-acetimidic acid (E)-(4S,5R)-5-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-2-enyl ester

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