4-Pentenoic acid, [(1R,2R,3R,5S)-3-(3,4-dichlorophenyl)-8-oxabicyclo[3.2.1]oct-2-yl]meth yl ester

Base Information

• Chemical Name: 4-Pentenoic acid, [(1R,2R,3R,5S)-3-(3,4-dichlorophenyl)-8-oxabicyclo[3.2.1]oct-2-yl]meth yl ester
• CAS No.: 514813-16-2
• Molecular Formula: C19H22Cl2O3
• Molecular Weight: 369.288
• Mol file: 514813-16-2.mol

Synonyms:

Chemical Property of 4-Pentenoic acid, [(1R,2R,3R,5S)-3-(3,4-dichlorophenyl)-8-oxabicyclo[3.2.1]oct-2-yl]meth yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Pentenoic acid, [(1R,2R,3R,5S)-3-(3,4-dichlorophenyl)-8-oxabicyclo[3.2.1]oct-2-yl]meth yl ester

There total 2 articles about 4-Pentenoic acid, [(1R,2R,3R,5S)-3-(3,4-dichlorophenyl)-8-oxabicyclo[3.2.1]oct-2-yl]meth yl 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: 51.0%

pent-4-enoyl chloride (39716-58-0) + [3α-(3,4-dichlorophenyl)-8-oxabicyclo[3.2.1]oct-2β-yl]methanol → pent-4-enoic acid 3α-(3,4-dichlorophenyl)-8-oxabicyclo[3.2.1]oct-2β-ylmethyl ester (514813-16-2)

Guidance literature:

With triethylamine; In dichloromethane; for 15.5h;

DOI:10.1016/S0968-0896(02)00244-4

Reference yield:

O-1059 (192461-09-9) → pent-4-enoic acid 3α-(3,4-dichlorophenyl)-8-oxabicyclo[3.2.1]oct-2β-ylmethyl ester (514813-16-2)

Guidance literature:

Multi-step reaction with 3 steps

1: samarium iodide / methanol / -78 °C

2: 100 percent / lithium aluminum hydride / tetrahydrofuran / 18.5 h / 22 °C

3: 51 percent / Et₃N / CH₂Cl₂ / 15.5 h

With lithium aluminium tetrahydride; samarium diiodide; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/S0968-0896(02)00244-4

Reference yield: 54.0%

pent-4-enoic acid 3α-(3,4-dichlorophenyl)-8-oxabicyclo[3.2.1]oct-2β-ylmethyl ester (514813-16-2) → 3-oxiranylpropionic acid 3α-(3,4-dichlorophenyl)-8-oxabicyclo[3.2.1]oct-2β-ylmethyl ester

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 22 ℃; for 19h;

DOI:10.1016/S0968-0896(02)00244-4

upstream raw materials:

pent-4-enoyl chloride

O-1059

Refernces