N-[(2R,4aR,6S,8R,8aS)-6-methoxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl]acetamide

• ChemBase ID: 173200
• Molecular Formular: C16H21NO5
• Molecular Mass: 307.34164
• Monoisotopic Mass: 307.14197278
• SMILES: [C@H]12[C@@H](C[C@H](O[C@@H]1CO[C@H](O2)c1ccccc1)OC)NC(=O)C
• Canonical SMILES: CO[C@@H]1C[C@@H](NC(=O)C)[C@H]2[C@H](O1)CO[C@H](O2)c1ccccc1
• InChI: InChI=1S/C16H21NO5/c1-10(18)17-12-8-14(19-2)21-13-9-20-16(22-15(12)13)11-6-4-3-5-7-11/h3-7,12-16H,8-9H2,1-2H3,(H,17,18)/t12-,13-,14+,15+,16-/m1/s1
• InChIKey: GDYLYTADQGGFEF-RBGFHDKUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,4aR,6S,8R,8aS)-6-methoxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl]acetamide
• IUPAC Traditional name: N-[(2R,4aR,6S,8R,8aS)-6-methoxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl]acetamide
• Synonyms: Methyl 3-(Acetylamino)-2,3-dideoxy-4,6-O-(phenylmethylene)-α-D-arabino-hexopyranoside; Methyl 3-Acetamido-4,6-O-benzylidene-2,3-dideoxy-D-arabino-hexopyranoside; NSC 276415; Methyl 3-Acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside

Database IDs

• CAS Number: 4115-63-3
• PubChem SID: 164229110
• PubChem CID: 71750158

CALCULATED PROPERTIES

• Acid pKa: 15.344549
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.4882687
• LogD (pH = 7.4): 1.4882694
• Log P: 1.4882694
• Molar Refractivity: 77.1488 cm^3
• Polarizability: 31.304527 Å^3
• Polar Surface Area: 66.02 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid