2-Propenoic acid, 3-[hexahydro-4,6-dioxo-5-phenyl-3-[2-(trimethylsilyl)ethenyl]-1H-furo[3,4 -c]pyrrol-1-yl]-, ethyl ester

Base Information

• Chemical Name: 2-Propenoic acid, 3-[hexahydro-4,6-dioxo-5-phenyl-3-[2-(trimethylsilyl)ethenyl]-1H-furo[3,4 -c]pyrrol-1-yl]-, ethyl ester
• CAS No.: 139417-31-5
• Molecular Formula: C₂₂H₂₇NO₅Si
• Molecular Weight: 413.546
• Mol file: 139417-31-5.mol

Synonyms:

Chemical Property of 2-Propenoic acid, 3-[hexahydro-4,6-dioxo-5-phenyl-3-[2-(trimethylsilyl)ethenyl]-1H-furo[3,4 -c]pyrrol-1-yl]-, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Propenoic acid, 3-[hexahydro-4,6-dioxo-5-phenyl-3-[2-(trimethylsilyl)ethenyl]-1H-furo[3,4 -c]pyrrol-1-yl]-, ethyl ester

There total 4 articles about 2-Propenoic acid, 3-[hexahydro-4,6-dioxo-5-phenyl-3-[2-(trimethylsilyl)ethenyl]-1H-furo[3,4 -c]pyrrol-1-yl]-, 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: 40.0%

N-phenyl-maleimide (941-69-5) + (E)-3-[(2S,3S)-3-((E)-2-Trimethylsilanyl-vinyl)-oxiranyl]-acrylic acid ethyl ester (139417-24-6,141196-90-9,141196-91-0) → ethyl cis-5-(trimethylsilyl)-4,5-dihydrooxepin-4-carboxylate (139417-27-9) + (E)-3-[(1R,3R)-4,6-Dioxo-5-phenyl-3-((E)-2-trimethylsilanyl-vinyl)-hexahydro-furo[3,4-c]pyrrol-1-yl]-acrylic acid ethyl ester (139417-31-5)

Guidance literature:

In tetrachloromethane; at 145 ℃; for 40h;

DOI:10.1016/0040-4039(91)80552-H

Reference yield:

(E)-5-(trimethylsilyl)pent-4-en-2-yn-1-ol (133490-32-1) → (E)-3-[(1R,3R)-4,6-Dioxo-5-phenyl-3-((E)-2-trimethylsilanyl-vinyl)-hexahydro-furo[3,4-c]pyrrol-1-yl]-acrylic acid ethyl ester (139417-31-5)

Guidance literature:

Multi-step reaction with 4 steps

1: LiAlH₄

2: 1.) VO(acac)2, tBuOOH 2.) CrO₃*2py

3: 75 percent / NaH / tetrahydrofuran / 0 °C

4: 40 percent / CCl₄ / 40 h / 145 °C

With tert.-butylhydroperoxide; lithium aluminium tetrahydride; bis(acetylacetonate)oxovanadium; dipyridine chromium trioxide; sodium hydride; In tetrahydrofuran; tetrachloromethane;

DOI:10.1016/0040-4039(91)80552-H

Reference yield:

(2E,4E)-5-(trimethylsilyl)penta-2,4-dien-1-ol (133490-42-3) → (E)-3-[(1R,3R)-4,6-Dioxo-5-phenyl-3-((E)-2-trimethylsilanyl-vinyl)-hexahydro-furo[3,4-c]pyrrol-1-yl]-acrylic acid ethyl ester (139417-31-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) VO(acac)2, tBuOOH 2.) CrO₃*2py

2: 75 percent / NaH / tetrahydrofuran / 0 °C

3: 40 percent / CCl₄ / 40 h / 145 °C

With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; dipyridine chromium trioxide; sodium hydride; In tetrahydrofuran; tetrachloromethane;

DOI:10.1016/0040-4039(91)80552-H

upstream raw materials:

N-phenyl-maleimide

(E)-3-[(2S,3S)-3-((E)-2-Trimethylsilanyl-vinyl)-oxiranyl]-acrylic acid ethyl ester

(E)-5-(trimethylsilyl)pent-4-en-2-yn-1-ol

(2E,4E)-5-(trimethylsilyl)penta-2,4-dien-1-ol