3-(tert-butyldiphenylsilyloxy)pent-4-eneoic acid ethyl ester

Base Information

• Chemical Name: 3-(tert-butyldiphenylsilyloxy)pent-4-eneoic acid ethyl ester
• CAS No.: 371228-83-0
• Molecular Formula: C₂₃H₃₀O₃Si
• Molecular Weight: 382.575
• Mol file: 371228-83-0.mol

Synonyms:3-(tert-butyldiphenylsilyloxy)pent-4-eneoic acid ethyl ester

Chemical Property of 3-(tert-butyldiphenylsilyloxy)pent-4-eneoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 3-(tert-butyldiphenylsilyloxy)pent-4-eneoic acid ethyl ester

There total 1 articles about 3-(tert-butyldiphenylsilyloxy)pent-4-eneoic acid ethyl 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: 85.0%

ethyl 3-hydroxypent-4-enoate (38996-01-9) + tert-butylchlorodiphenylsilane (58479-61-1) → 3-(tert-butyldiphenylsilyloxy)pent-4-eneoic acid ethyl ester (371228-83-0)

Guidance literature:

Cooling with ice;

DOI:10.3987/COM-13-S(S)100

Reference yield: 94.0%

3-(tert-butyldiphenylsilyloxy)pent-4-eneoic acid ethyl ester (371228-83-0) → ethyl 3-(tert-butyldiphenylsilyloxy)-4-oxobutyrate (357615-34-0)

Guidance literature:

3-(tert-butyldiphenylsilyloxy)pent-4-eneoic acid ethyl ester; With ozone; In dichloromethane; at -78 ℃;

With dimethylsulfide; In dichloromethane; at -78 - 20 ℃; for 12h; Further stages.;

DOI:10.1021/ol010122b

Reference yield: 89.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 3-(tert-butyldiphenylsilyloxy)pent-4-eneoic acid ethyl ester (371228-83-0) → (E)-ethyl 5-(tert-butyldiphenylsilyloxy)hepta-2,6-dienoate

Guidance literature:

3-(tert-butyldiphenylsilyloxy)pent-4-eneoic acid ethyl ester; With diisobutylaluminium hydride; In diethyl ether; toluene; at -78 ℃; for 1.5h;

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; diethyl ether; toluene; mineral oil; at -78 - 20 ℃;

DOI:10.3987/COM-13-S(S)100

upstream raw materials:

ethyl 3-hydroxypent-4-enoate

tert-butylchlorodiphenylsilane

Downstream raw materials:

ethyl 3-(tert-butyldiphenylsilyloxy)-4-oxobutyrate

Refernces

• 1、 Chen, Gang,He, Zhi,Yudin, Andrei K.. "Synthesis of functionalized 1-azabicyclo[3.1.0]hexanes: Studies towards ficellomycin and its analogs". . p. 1299 - 1310. Retrieved 2014.