(2S,3S,4S,6S)-2-(bromomethyl)-4-acetamido-6-methoxyoxan-3-yl benzoate

• ChemBase ID: 173197
• Molecular Formular: C16H20BrNO5
• Molecular Mass: 386.2377
• Monoisotopic Mass: 385.05248475
• SMILES: [C@@H]1([C@H](C[C@H](O[C@H]1CBr)OC)NC(=O)C)OC(=O)c1ccccc1
• Canonical SMILES: BrC[C@@H]1O[C@H](OC)C[C@@H]([C@@H]1OC(=O)c1ccccc1)NC(=O)C
• InChI: InChI=1S/C16H20BrNO5/c1-10(19)18-12-8-14(21-2)22-13(9-17)15(12)23-16(20)11-6-4-3-5-7-11/h3-7,12-15H,8-9H2,1-2H3,(H,18,19)/t12-,13+,14-,15-/m0/s1
• InChIKey: JZLAUALBZXMLIS-XGUBFFRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,6S)-2-(bromomethyl)-4-acetamido-6-methoxyoxan-3-yl benzoate
• IUPAC Traditional name: (2S,3S,4S,6S)-2-(bromomethyl)-4-acetamido-6-methoxyoxan-3-yl benzoate
• Synonyms: Methyl 3-(Acetylamino)-6-bromo-2,3,6-trideoxy-α-D-ribo-hexopyranoside 4-Benzoate; NSC 266479; Methyl 3-Acetylamino-4-O-benzoyl-6-bromo-2,3,6-trideoxy-α-D-ribo-hexopyranoside

Database IDs

• CAS Number: 57865-92-6
• PubChem SID: 164229107
• PubChem CID: 7285441

CALCULATED PROPERTIES

• Acid pKa: 14.592515
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.3585763
• LogD (pH = 7.4): 2.358577
• Log P: 2.358577
• Molar Refractivity: 86.1217 cm^3
• Polarizability: 34.191772 Å^3
• Polar Surface Area: 73.86 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Tan Solid
• Melting Point: 180°C