2-Butynoic acid, (2Z)-4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-2-butenyl ester

Base Information

• Chemical Name: 2-Butynoic acid, (2Z)-4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-2-butenyl ester
• CAS No.: 848757-12-0
• Molecular Formula: C24H28O3Si
• Molecular Weight: 392.57
• Mol file: 848757-12-0.mol

Synonyms:

Chemical Property of 2-Butynoic acid, (2Z)-4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-2-butenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Butynoic acid, (2Z)-4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-2-butenyl ester

There total 2 articles about 2-Butynoic acid, (2Z)-4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-2-butenyl 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%

2-Butynoic acid (590-93-2) + (Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-ol (87770-83-0) → but-2-ynoic acid 4-(tert-butyl-diphenyl-silanyloxy)-but-2-enyl ester (848757-12-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 10h;

DOI:10.1021/ol047394+

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → but-2-ynoic acid 4-(tert-butyl-diphenyl-silanyloxy)-but-2-enyl ester (848757-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / n-BuLi / tetrahydrofuran / 1.5 h / 0 °C

2: 90 percent / DCC; DMAP / CH₂Cl₂ / 10 h / 20 °C

With dmap; n-butyllithium; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol047394+

Reference yield:

but-2-ynoic acid 4-(tert-butyl-diphenyl-silanyloxy)-but-2-enyl ester (848757-12-0) + carbon monoxide (201230-82-2) → 4-(tert-butyl-diphenyl-silanyloxymethyl)-6-methyl-3a,4-dihydro-3H-cyclopenta[c]furan-1,5-dione

Guidance literature:

With 1,1,3,3-tetramethyl-2-thiourea; dicobalt octacarbonyl; In benzene; at 70 ℃; for 8h;

DOI:10.1021/ol047394+

upstream raw materials:

2-Butynoic acid

(Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-ol

tert-butylchlorodiphenylsilane