(2R)-2-[(4R,6S,6aR)-6-(benzyloxy)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-2-aminoethan-1-ol

• ChemBase ID: 161396
• Molecular Formular: C16H23NO5
• Molecular Mass: 309.35752
• Monoisotopic Mass: 309.15762284
• SMILES: [C@H]12C([C@H](O[C@@H]1OCc1ccccc1)[C@H](N)CO)OC(O2)(C)C
• Canonical SMILES: OC[C@H]([C@H]1O[C@@H]([C@@H]2C1OC(O2)(C)C)OCc1ccccc1)N
• InChI: InChI=1S/C16H23NO5/c1-16(2)21-13-12(11(17)8-18)20-15(14(13)22-16)19-9-10-6-4-3-5-7-10/h3-7,11-15,18H,8-9,17H2,1-2H3/t11-,12-,13?,14-,15+/m1/s1
• InChIKey: ANHILBIEGHGLGI-MLQJFRMTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(4R,6S,6aR)-6-(benzyloxy)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-2-aminoethan-1-ol
• IUPAC Traditional name: (2R)-2-[(4R,6S,6aR)-6-(benzyloxy)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-2-aminoethanol
• Synonyms: Phenylmethyl 5-Amino-5-deoxy-2,3-O-(1-methylethylidene)-α-D-mannofuranoside; Benzyl 5-Amino-5-deoxy-2,3-O-isopropyl-α-D-mannofuranoside

Database IDs

• CAS Number: 91364-19-1
• PubChem SID: 162255531
• PubChem CID: 57369919

CALCULATED PROPERTIES

• Acid pKa: 15.038971
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.8968444
• LogD (pH = 7.4): -0.65127134
• Log P: 1.0306032
• Molar Refractivity: 79.1517 cm^3
• Polarizability: 32.227962 Å^3
• Polar Surface Area: 83.17 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Oil