(2S,3S)-N,N'-dibenzyl-2,3-dihydroxybutanediamide

• ChemBase ID: 137616
• Molecular Formular: C18H20N2O4
• Molecular Mass: 328.3624
• Monoisotopic Mass: 328.14230713
• SMILES: c1ccc(cc1)CNC(=O)[C@H]([C@@H](C(=O)NCc1ccccc1)O)O
• Canonical SMILES: O[C@@H]([C@@H](C(=O)NCc1ccccc1)O)C(=O)NCc1ccccc1
• InChI: InChI=1S/C18H20N2O4/c21-15(17(23)19-11-13-7-3-1-4-8-13)16(22)18(24)20-12-14-9-5-2-6-10-14/h1-10,15-16,21-22H,11-12H2,(H,19,23)(H,20,24)/t15-,16-/m0/s1
• InChIKey: BBYSAHVLSFBCMN-HOTGVXAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-N,N'-dibenzyl-2,3-dihydroxybutanediamide
• IUPAC Traditional name: (2S,3S)-N,N'-dibenzyl-2,3-dihydroxybutanediamide
• Synonyms: (-)-N,N′-Dibenzyl-D-tartramide; (-)-N,N′-Dibenzyl-D-tartaric diamide; (-)-N,N′-二苄基-D-酒石酰胺; (-)-N,N′-二苯甲基-D-酒石二酰胺

Database IDs

• CAS Number: 108321-43-3
• MDL Number: MFCD00010269
• Beilstein Number: 4551861
• PubChem SID: 24856487; 162231878
• PubChem CID: 501436

CALCULATED PROPERTIES

• Acid pKa: 11.677036
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 0.45361295
• LogD (pH = 7.4): 0.45359036
• Log P: 0.45361325
• Molar Refractivity: 88.8764 cm^3
• Polarizability: 34.63377 Å^3
• Polar Surface Area: 98.66 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 198-200 °C(lit.)
• Optical Rotation: [α]20/D -83°, c = 5.5 in pyridine

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 99%
• Linear Formula: [CH(OH)CONHCH2C6H5]2