DI-(4-Toluoyl)-L-tartaric anhydride

Base Information

• Chemical Name: DI-(4-Toluoyl)-L-tartaric anhydride
• CAS No.: 72842-25-2
• Molecular Formula: C20H16O7
• Molecular Weight: 368.343
• DSSTox Substance ID: DTXSID001151666
• Nikkaji Number: J2.066.761C
• Mol file: 72842-25-2.mol

Synonyms:DI-(4-TOLUOYL)-L-TARTARIC ANHYDRIDE;72842-25-2;[(3R,4R)-4-(4-methylbenzoyl)oxy-2,5-dioxooxolan-3-yl] 4-methylbenzoate;SCHEMBL2969544;DTXSID001151666;1,1'-[(3R,4R)-Tetrahydro-2,5-dioxo-3,4-furandiyl] bis(4-methylbenzoate);Bis(4-methylbenzoic acid)2,5-dioxotetrahydrofuran-3alpha,4beta-diyl ester

Chemical Property of DI-(4-Toluoyl)-L-tartaric anhydride

Chemical Property:

• PSA: 95.97000
• LogP: 2.13780
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 368.08960285
• Heavy Atom Count: 27
• Complexity: 546

Purity/Quality:

99% ,98%,Electron Grade , ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)OC2C(C(=O)OC2=O)OC(=O)C3=CC=C(C=C3)C
• Isomeric SMILES: CC1=CC=C(C=C1)C(=O)O[C@@H]2[C@H](C(=O)OC2=O)OC(=O)C3=CC=C(C=C3)C

Technology Process of DI-(4-Toluoyl)-L-tartaric anhydride

There total 6 articles about DI-(4-Toluoyl)-L-tartaric anhydride 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: 76.0%

(2S,3S)-di-4-toluoyltartaric acid (32634-68-7) → (3S,4S)-2,5-dioxotetrahydrofuran-3,4-diyl bis(4-methylbenzoate) (72842-25-2,156835-63-1)

Guidance literature:

With acetic anhydride; at 85 ℃; for 2h;

Reference yield:

D-tartaric acid (147-71-7,138508-61-9) + 4-methyl-benzoyl chloride (874-60-2) → (3S,4S)-2,5-dioxotetrahydrofuran-3,4-diyl bis(4-methylbenzoate) (72842-25-2,156835-63-1)

Guidance literature:

With copper(II) sulfate; In toluene; for 6h; Large scale;

Reference yield:

D-tartaric acid (147-71-7,138508-61-9) + para-chlorotoluene (106-43-4) → (3S,4S)-2,5-dioxotetrahydrofuran-3,4-diyl bis(4-methylbenzoate) (72842-25-2,156835-63-1)

Guidance literature:

at 140 ℃;

DOI:10.1002/hlca.19430260324

upstream raw materials:

D-tartaric acid

para-chlorotoluene

4-methyl-benzoyl chloride

(2S,3S)-di-4-toluoyltartaric acid

Downstream raw materials:

(2S,3S)-di-4-toluoyltartaric acid

Di-p-toluoyl-L-tartaric acid

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