(+/-)-Benzyloxycarbonyl-a-phosphonoglycine trimethylester

CAS: 88568-95-0

Ref. 3D-FB15402

Product Information

• Name: (+/-)-Benzyloxycarbonyl-a-phosphonoglycine trimethylester
• Synonyms: ()-Z-alpha-Phosphonoglycine trimethyl ester, (+-)-N-cbz-A-phosphonoglycine trimethyl ester, ()-Methyl 2-benzyloxycarbonylamino-2-(dimethoxyphosphinyl)acetate, N-Benzylcarbonyl-alpha-phosphonoglycine trimethyl ester, N-Cbz-2-Phosphonoglycine trimethyl ester, Methyl {[(Benzyloxy)Carbonyl]Amino}(Dimethoxyphosphoryl)Acetate, methyl (2S)-{[(benzyloxy)carbonyl]amino}(dimethoxyphosphoryl)ethanoate, methyl (2R)-{[(benzyloxy)carbonyl]amino}(dimethoxyphosphoryl)ethanoate, Methyl 2-{[(Benzyloxy)Carbonyl]Amino}-2-(Dimethoxyphosphoryl)Acetate

Description

(+/-)-Benzyloxycarbonyl-a-phosphonoglycine trimethylester is an azide and carbamate that possesses multidrug resistance. It is a water-soluble compound that has been shown to have antibacterial activity against a number of bacterial strains. The synthesis of this molecule starts with the dehydration of dibenzyl phosphate with benzaldehyde and phosphoryl chloride in the presence of triethylamine. This process yields the corresponding dibenzyl ester, which is then treated with hydrochloric acid to yield the desired product as a white solid. The (+) and (-) stereoisomers are separated by column chromatography using silica gel.

• Brand: Biosynth

Chemical properties

• Molecular weight: 331.26 g/mol
• Formula: C₁₃H₁₈NO₇P
• Purity: Min. 98 Area-%
• Color/Form: Powder
• InChI: InChI=1S/C13H18NO7P/c1-18-12(15)11(22(17,19-2)20-3)14-13(16)21-9-10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3,(H,14,16)
• InChI key: InChIKey=GSYSFVSGPABNNL-UHFFFAOYSA-N
• SMILES: COC(=O)C(NC(=O)OCc1ccccc1)P(=O)(OC)OC