2-Butenethioic acid, S-[phenyl(trimethylsilyl)methyl] ester, (2E)-

Base Information

• Chemical Name: 2-Butenethioic acid, S-[phenyl(trimethylsilyl)methyl] ester, (2E)-
• CAS No.: 403520-38-7
• Molecular Formula: C14H20OSSi
• Molecular Weight: 264.464
• Mol file: 403520-38-7.mol

Synonyms:

Chemical Property of 2-Butenethioic acid, S-[phenyl(trimethylsilyl)methyl] ester, (2E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Butenethioic acid, S-[phenyl(trimethylsilyl)methyl] ester, (2E)-

There total 2 articles about 2-Butenethioic acid, S-[phenyl(trimethylsilyl)methyl] ester, (2E)- 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: 78.0%

(E)-but-2-enoic acid (107-93-7) + α-(trimethylsilyl)benzylthiol (38225-20-6) → S-α-trimethylsilylbenzyl (E)-thiocrotonate (403520-38-7)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1021/jo026211z

Reference yield:

trans-chrotonyl chloride (625-35-4,3488-22-0,10487-71-5) + α-(trimethylsilyl)benzylthiol (38225-20-6) → S-α-trimethylsilylbenzyl (E)-thiocrotonate (403520-38-7)

Guidance literature:

With triethylamine; In diethyl ether; at 0 ℃;

DOI:10.1016/S0040-4039(01)02029-9

Reference yield:

S-α-trimethylsilylbenzyl (E)-thiocrotonate (403520-38-7) → (1Z,3E)-1-phenyl-2-trimethylsiloxy-1,3-pentadiene + (1E,3E)-1-phenyl-2-trimethylsiloxy-1,3-pentadiene + 2-phenyl-3-trimethylsiloxy-5-methylthiophene

Guidance literature:

In benzene-d6; at 180 ℃; for 1.7h;

DOI:10.1021/jo026211z

upstream raw materials:

trans-chrotonyl chloride

α-(trimethylsilyl)benzylthiol

(E)-but-2-enoic acid

Refernces

• 1、 Komatsu, Mitsuo,Jinil, Choi,Imai, Eiichiro,Oderaotoshi, Yoji,Minakata, Satoshi. "A novel synthesis of silyl enol ethers from α-silylbenzylthiols and carboxylic acid derivatives via C-C bond formation; thermal rearrangement of S-α-silylbenzyl thioesters". . p. 9221 - 9223. Retrieved 2007/10/03.