O,O′-bis(3,5-di-tert-butylbenzoyl) dibenzyl (2R,3R)-tartrate

Base Information

• Chemical Name: O,O′-bis(3,5-di-tert-butylbenzoyl) dibenzyl (2R,3R)-tartrate
• CAS No.: 1400275-70-8
• Molecular Formula: C₄₈H₅₈O₈
• Molecular Weight: 762.984
• Mol file: 1400275-70-8.mol

Synonyms:O,O′-bis(3,5-di-tert-butylbenzoyl) dibenzyl (2R,3R)-tartrate

Chemical Property of O,O′-bis(3,5-di-tert-butylbenzoyl) dibenzyl (2R,3R)-tartrate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O,O′-bis(3,5-di-tert-butylbenzoyl) dibenzyl (2R,3R)-tartrate

There total 3 articles about O,O′-bis(3,5-di-tert-butylbenzoyl) dibenzyl (2R,3R)-tartrate 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: 93.0%

dibenzyl (2R,3R)-2,3-dihydroxybutanedioate (622-00-4) + pyridin-2-yl 3,5-di-tert-butylbenzoate → (R,R)-dibenzyl tartrate mono-3,5-di(tert-butyl)benzoate (1257665-38-5) + O,O′-bis(3,5-di-tert-butylbenzoyl) dibenzyl (2R,3R)-tartrate (1400275-70-8)

Guidance literature:

With zinc diacetate; In acetonitrile; at 50 ℃; for 15h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.joc.9b00827

Reference yield:

3,5-di-tert-butylbenzoyl chloride (14377-33-4) + dibenzyl (2R,3R)-2,3-dihydroxybutanedioate (622-00-4) → O,O′-bis(3,5-di-tert-butylbenzoyl) dibenzyl (2R,3R)-tartrate (1400275-70-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ja3064364

Reference yield:

3,5-di-tert-butylbenzoic acid (16225-26-6) → O,O′-bis(3,5-di-tert-butylbenzoyl) dibenzyl (2R,3R)-tartrate (1400275-70-8)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride / dichloromethane / 3 h / 20 °C / Inert atmosphere

2: dmap; triethylamine / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

With dmap; oxalyl dichloride; triethylamine; In dichloromethane;

DOI:10.1021/ja3064364

upstream raw materials:

3,5-di-tert-butylbenzoic acid

3,5-di-tert-butylbenzoyl chloride

dibenzyl (2R,3R)-2,3-dihydroxybutanedioate

Downstream raw materials:

C₃₄H₄₆O₈