L-O,O-dibenzyltartaric acid

Base Information

• Chemical Name: L-O,O-dibenzyltartaric acid
• CAS No.: 116679-01-7
• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.337
• Mol file: 116679-01-7.mol

Synonyms:L-O,O-dibenzyltartaric acid

Chemical Property of L-O,O-dibenzyltartaric acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-O,O-dibenzyltartaric acid

There total 1 articles about L-O,O-dibenzyltartaric acid 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: 100.0%

(2S,3S)-diethyl 2,3-bis(phenylmethoxy)succinate (113321-58-7) → L-O,O-dibenzyltartaric acid (116679-01-7)

Guidance literature:

With lithium hydroxide; In ethanol; water; at 0 - 5 ℃;

DOI:10.1016/j.tetasy.2011.01.012

Reference yield: 100.0%

tapentadol (175591-23-8) + L-O,O-dibenzyltartaric acid (116679-01-7) → tapentadol (+)-(2S,3S)-dibenzoyl tartaric acid salt

Guidance literature:

In acetone; at 20 ℃; for 3h;

Reference yield: 90.0%

4-methoxy-benzylamine (2393-23-9) + L-O,O-dibenzyltartaric acid (116679-01-7) → (3S,4S)-1-(4-methoxybenzyl)-3,4-dibenzyloxy-2,5-pyrrolidinedione (944543-96-8)

Guidance literature:

L-O,O-dibenzyltartaric acid; With acetyl chloride; for 4h; Heating;

4-methoxy-benzylamine; In dichloromethane; for 5h; Heating;

With acetyl chloride; for 6h; Further stages.; Heating;

DOI:10.1016/j.tet.2007.02.087

upstream raw materials:

(2S,3S)-diethyl 2,3-bis(phenylmethoxy)succinate

Downstream raw materials:

(3S,4S)-1-(4-methoxybenzyl)-3,4-dibenzyloxy-2,5-pyrrolidinedione

(3S,4R,5R)-5-benzyloxymethyl-3,4-dibenzyloxy-1-(4-methoxybenzyl)-pyrrolidin-2-one

2-(2R,3R,4R)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-1-[(2-hydroxy)ethyl]-1H-pyrrolidine

(3S,4R,5R)-5-benzyloxymethyl-1-(tert-butoxycarbonyl)-3,4-dibenzyloxy-pyrrolidin-2-one

Refernces

• 1、 Zhou, Xiang,Liu, Wen-Jun,Ye, Jian-Liang,Huang, Pei-Qiang. "A versatile approach to pyrrolidine azasugars and homoazasugars based on a highly diastereoselective reductive benzyloxymethylation of protected tartarimide". . p. 6346 - 6357. Retrieved 2008/02/05.