(S)-3-(tert-Butyl-diphenyl-silanyloxy)-pent-4-enoic acid tert-butyl ester

Base Information

• Chemical Name: (S)-3-(tert-Butyl-diphenyl-silanyloxy)-pent-4-enoic acid tert-butyl ester
• CAS No.: 172516-16-4
• Molecular Formula: C₂₅H₃₄O₃Si
• Molecular Weight: 410.629
• Mol file: 172516-16-4.mol

Synonyms:(S)-3-(tert-Butyl-diphenyl-silanyloxy)-pent-4-enoic acid tert-butyl ester

Chemical Property of (S)-3-(tert-Butyl-diphenyl-silanyloxy)-pent-4-enoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(tert-Butyl-diphenyl-silanyloxy)-pent-4-enoic acid tert-butyl ester

There total 4 articles about (S)-3-(tert-Butyl-diphenyl-silanyloxy)-pent-4-enoic acid tert-butyl 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:

tert-butylchlorodiphenylsilane (58479-61-1) + (3S)-3-hydroxy-4-pentenoic acid tert-butyl ester (1040390-31-5) → (S)-3-(tert-Butyl-diphenyl-silanyloxy)-pent-4-enoic acid tert-butyl ester (172516-16-4)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 55 ℃; for 5h; Yield given;

DOI:10.1016/0040-4039(95)01902-T

Reference yield:

lithium tert-butyl acetate (1207973-75-8) → (S)-3-(tert-Butyl-diphenyl-silanyloxy)-pent-4-enoic acid tert-butyl ester (172516-16-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / tetrahydrofuran / 0.08 h / -78 °C

2: 45 percent / lipase PS Amano / pentane / 45 h / 30 °C

3: K₂CO₃ / methanol / 1.5 h / Ambient temperature

4: imidazole / dimethylformamide / 5 h / 55 °C

With 1H-imidazole; Lipase PS Amano; potassium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; pentane;

DOI:10.1016/0040-4039(95)01902-T

Reference yield:

tert-butyl 3-hydroxypent-4-enoate (122763-67-1) → (S)-3-(tert-Butyl-diphenyl-silanyloxy)-pent-4-enoic acid tert-butyl ester (172516-16-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 45 percent / lipase PS Amano / pentane / 45 h / 30 °C

2: K₂CO₃ / methanol / 1.5 h / Ambient temperature

3: imidazole / dimethylformamide / 5 h / 55 °C

With 1H-imidazole; Lipase PS Amano; potassium carbonate; In methanol; N,N-dimethyl-formamide; pentane;

DOI:10.1016/0040-4039(95)01902-T

upstream raw materials:

tert-butylchlorodiphenylsilane

(3S)-3-hydroxy-4-pentenoic acid tert-butyl ester

lithium tert-butyl acetate

tert-butyl 3-hydroxypent-4-enoate

Downstream raw materials:

(Z)-(5S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-iodo-nona-2,8-dien-1-ol

(5R,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-yn-1-ol

C₃₀H₄₄O₂Si₂

(4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-oct-7-en-1-yn-4-ol