1,4-dibenzyl (2S,3S)-2,3-dihydroxybutanedioate

• ChemBase ID: 152618
• Molecular Formular: C18H18O6
• Molecular Mass: 330.33192
• Monoisotopic Mass: 330.1103383
• SMILES: c1ccc(cc1)COC(=O)[C@H]([C@@H](C(=O)OCc1ccccc1)O)O
• Canonical SMILES: O[C@@H]([C@@H](C(=O)OCc1ccccc1)O)C(=O)OCc1ccccc1
• InChI: InChI=1S/C18H18O6/c19-15(17(21)23-11-13-7-3-1-4-8-13)16(20)18(22)24-12-14-9-5-2-6-10-14/h1-10,15-16,19-20H,11-12H2/t15-,16-/m0/s1
• InChIKey: LCKIPSGLXMCAOF-HOTGVXAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-dibenzyl (2S,3S)-2,3-dihydroxybutanedioate
• IUPAC Traditional name: 1,4-dibenzyl (2S,3S)-2,3-dihydroxybutanedioate
• Synonyms: (-)-Dibenzyl D-tartrate; D-(-)-酒石酸二苄酯

Database IDs

• CAS Number: 4136-22-5
• MDL Number: MFCD01863133
• Beilstein Number: 4787873
• PubChem SID: 162246762; 24890137
• PubChem CID: 7010050

CALCULATED PROPERTIES

• Acid pKa: 11.185351
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.9119335
• LogD (pH = 7.4): 1.9118633
• Log P: 1.9119345
• Molar Refractivity: 84.9768 cm^3
• Polarizability: 33.764824 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 65-68 °C
• Optical Rotation: [α]20/D -12.5±1°, c = 1.1% in acetone

Safety Information

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

Product Information

• Purity: ≥98.0% (sum of enantiomers, HPLC)
• Empirical Formula (Hill Notation): C18H18O6