70548-52-6

Basic information

• Product Name: N,N'-dibenzoyl methyl ester
• CAS NO: 70548-52-6
• Molecular Weight: 340.379
• Mol File: 70548-52-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N,N'-dibenzoyl methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-dibenzoyl methyl ester(70548-52-6)
• EPA Substance Registry System: N,N'-dibenzoyl methyl ester(70548-52-6)

Safety Data

• Hazardous Substances Data: 70548-52-6(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 186581-53-3 diazomethane 
• 305-62-4 2,4-diaminobutanoic acid 
• 87394-05-6 2,4-bis-benzoylamino-butyric acid 

Relevant articles and documents

Vancomycin: Structure and Transformation to CDP-I

The structure of vancomycin is assigned as 7 in which aspartate is present as asparagine, rather than isoasparagine (i.e., 4) as had been proposed previously (Williamson, M.P.; Williams, D.H.J.Am.Chem.Soc. 1981, 103, 6580).The mechanism of rearrangement of vancomycin to CDP-I has been investigated.The pathway is deduced: vancomycin -> succinimide 11 -> CDP-I-m (3) CDP-I-M (2).Succinimide 11 has been isolated and characterized by FT-IR and FAB-MS; these data are in agreement with an in-chain succinimide but not a seco structure.Treatment of 11 at pH 8 leads to immediate appearance of the minor form of CDP-I, which slowly yields an equilibrium mixture with the major form (ca. 64:36 of 2:3).No major change in the equilibrium ratio or rate of equilibration was found by changing solvent (H2O, Me2SO, or 0.1percent TFA/20percent 2-propanol) or pH (in the range 2.0-8.0).High-field 1H NMR studies of 2 and 3 indicate that they are atropisomers involving different orientations of the Cl-substituted aromatic ring of residue 2, in agreement with earlier assignments by Williamson and Williams.It is concluded that 2 and 3 can interconvert by simple reorientation of the aromatic ring rather than via a transient cleavage product.The cyclophane ring in which the Cl-substituted aromatic residue 2 is embedded is enlarged by one methylene unit in the conversion of vancomycin to CDP-I; rotation of ring 2 can occur in CDP-I but not in vancomycin.The additional methylene unit in the N-terminal cyclophane ring of CDP-I causes the ring to lie in a conformation that is significantly different from that of vancomycin.