R-(+) estere benzilico dell'acido γ-butirrolatton-γ-3-propionico

Base Information

• Chemical Name: R-(+) estere benzilico dell'acido γ-butirrolatton-γ-3-propionico
• CAS No.: 99393-14-3
• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.279
• Mol file: 99393-14-3.mol

Synonyms:R-(+) estere benzilico dell'acido γ-butirrolatton-γ-3-propionico

Chemical Property of R-(+) estere benzilico dell'acido γ-butirrolatton-γ-3-propionico

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of R-(+) estere benzilico dell'acido γ-butirrolatton-γ-3-propionico

There total 9 articles about R-(+) estere benzilico dell'acido γ-butirrolatton-γ-3-propionico 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: 74.0%

Dibenzyl γ-hydroxypimelate (122950-95-2) → S-(-) estere benzilico dell'acido γ-butirrolatton-γ-3-propionico (99393-13-2) + R-(+) estere benzilico dell'acido γ-butirrolatton-γ-3-propionico (99393-14-3)

Guidance literature:

With pig pancreatic lipase; In diethyl ether; at 30 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(00)00444-4

Reference yield:

4-Ketopimelic acid (502-50-1) → R-(+) estere benzilico dell'acido γ-butirrolatton-γ-3-propionico (99393-14-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: aq. Cs₂CO₃ / methanol / pH 7.0

1.2: 84 percent / dimethylformamide / 17 h / 20 °C

2.1: 95 percent / sodium borohydride / diethyl ether; methanol / 2 h / -20 °C

3.1: 74 percent / pig pancreatic lipase / diethyl ether / 24 h / 30 °C

With sodium tetrahydroborate; pig pancreatic lipase; caesium carbonate; In methanol; diethyl ether;

DOI:10.1016/S0957-4166(00)00444-4

Reference yield:

Dibenzyl γ-oxopimelate (70957-27-6) → R-(+) estere benzilico dell'acido γ-butirrolatton-γ-3-propionico (99393-14-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / sodium borohydride / diethyl ether; methanol / 2 h / -20 °C

2: 74 percent / pig pancreatic lipase / diethyl ether / 24 h / 30 °C

With sodium tetrahydroborate; pig pancreatic lipase; In methanol; diethyl ether;

DOI:10.1016/S0957-4166(00)00444-4

upstream raw materials:

Dibenzyl γ-hydroxypimelate

4-Ketopimelic acid

Dibenzyl γ-oxopimelate

benzyl bromide

Downstream raw materials:

S-(-)-γ-butyrolactone-γ-3-propionic acid

(S)-3-(5-oxotetrahydro-2-furanyl)propanoic acid

(R)-(+)-γ-jasmolactone

(R)-((E)-5-Hex-3-enyl)-dihydro-furan-2-one