cis-1,3-Dibenzyl-2-imidazolidone-4,5-dicarboxylic Acid

CAS: 51591-75-4

Ref. TR-D422685

Product Information

• Name: cis-1,3-Dibenzyl-2-imidazolidone-4,5-dicarboxylic Acid
• Synonyms: cis-1,3-Dibenzyl-2-oxo-4,5-imidazolidinedicarboxylic Acid, cis-2-oxo-1,3-Bis(phenylmethyl)-4,5-Imidazolidinedicarboxylic Acid, (4R,5S)-rel-2-Oxo-1,3-Bis(phenylmethyl)-4,5-imidazolidinedicarboxylic Acid
• Brand: TRC

Description

Applications cis-1,3-Dibenzyl-2-imidazolidone-4,5-dicarboxylic Acid is a reagent in the total synthesis of Biotin. (B389040), growth factor present in minute amounts in every living cell. Plays an indispensable role in numerous naturally occurring carboxylation reactions. Occurs mainly bound to proteins or polypeptides. The richest sources are liver, kidney, pancreas, yeast, and milk. The biotin content of cancerous tumors is higher than that of normal tissue.
References Chen, X. et al.: Chem. Pharm. Bull., 59, 488 (2011); du Vigneaud, et al.: J. Biol. Chem., 146, 475 (1942), Traub, et al.: Nature, 178, 649 (1956), Siegel, H., et al.: Experienta, 37, 789 (1981), Vesely, D.L., Science, 216, 1329 (1982), Hugues, M., et al.: Biochemistry, 31, 12 (1992),

Chemical properties

• Molecular weight: 354.36
• Formula: C₁₉H₁₈N₂O₅
• Color/Form: Neat
• InChI: InChI=1S/C19H18N2O5/c22-17(23)15-16(18(24)25)21(12-14-9-5-2-6-10-14)19(26)20(15)11-13-7-3-1-4-8-13/h1-10,15-16H,11-12H2,(H,22,23)(H,24,25)/t15-,16+
• InChI key: InChIKey=QSMUFXXTSUEZJA-IYBDPMFKSA-N
• SMILES: O=C(O)[C@@H]1[C@H](C(=O)O)N(Cc2ccccc2)C(=O)N1Cc1ccccc1