exo-7-phenylseleno-endo-5,endo-6-bis(methoxycarbonyl)bicyclo<2.2.1>hept-2-ene

Base Information

• Chemical Name: exo-7-phenylseleno-endo-5,endo-6-bis(methoxycarbonyl)bicyclo<2.2.1>hept-2-ene
• CAS No.: 122617-29-2
• Molecular Formula: C₁₇H₁₈O₄S
• Molecular Weight: 318.394
• Mol file: 122617-29-2.mol

Synonyms:exo-7-phenylseleno-endo-5,endo-6-bis(methoxycarbonyl)bicyclo<2.2.1>hept-2-ene

Chemical Property of exo-7-phenylseleno-endo-5,endo-6-bis(methoxycarbonyl)bicyclo<2.2.1>hept-2-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of exo-7-phenylseleno-endo-5,endo-6-bis(methoxycarbonyl)bicyclo<2.2.1>hept-2-ene

There total 3 articles about exo-7-phenylseleno-endo-5,endo-6-bis(methoxycarbonyl)bicyclo<2.2.1>hept-2-ene 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:

5-phenylseleno-1,3-cyclopentadiene (122617-24-7) → exo-7-phenylseleno-endo-5,endo-6-bis(methoxycarbonyl)bicyclo<2.2.1>hept-2-ene (122617-29-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / CCl₄ / 84 h / 10 °C

2: 1.) t-BuOK, 2.) p-toluenesulfonic acid / 1.) 25 deg C, 30 min, 2.) benzene, reflux, 12 h

With potassium tert-butylate; toluene-4-sulfonic acid; In tetrachloromethane;

DOI:10.1246/bcsj.66.3430

Reference yield:

methanol (67-56-1) + (1S,2S,3R,4R,7S)-7-Phenylsulfanyl-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid (154702-36-0) → exo-7-phenylseleno-endo-5,endo-6-bis(methoxycarbonyl)bicyclo<2.2.1>hept-2-ene (122617-29-2)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 14h; Yield given; Heating;

DOI:10.1246/cl.1999.663

Reference yield:

methanol (67-56-1) + 8-exo-phenylseleno-3a,4,7,7a-tetrahydro-4,7-methanoisobenzofuran-1,3-dione (122617-26-9) → exo-7-phenylseleno-endo-5,endo-6-bis(methoxycarbonyl)bicyclo<2.2.1>hept-2-ene (122617-29-2)

Guidance literature:

With potassium tert-butylate; toluene-4-sulfonic acid; Yield given. Multistep reaction; 1.) 25 deg C, 30 min, 2.) benzene, reflux, 12 h;

DOI:10.1246/bcsj.66.3430

upstream raw materials:

methanol

8-exo-phenylseleno-3a,4,7,7a-tetrahydro-4,7-methanoisobenzofuran-1,3-dione

(1S,2S,3R,4R,7S)-7-Phenylsulfanyl-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid

5-phenylseleno-1,3-cyclopentadiene