(3aR,5S,6aS)-5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-amine

• ChemBase ID: 159983
• Molecular Formular: C12H21NO5
• Molecular Mass: 259.29884
• Monoisotopic Mass: 259.14197278
• SMILES: [C@H]12C([C@H](O[C@@H]1OC(O2)(C)C)C1OC(OC1)(C)C)N
• Canonical SMILES: NC1[C@H](O[C@H]2[C@H]1OC(O2)(C)C)C1COC(O1)(C)C
• InChI: InChI=1S/C12H21NO5/c1-11(2)14-5-6(16-11)8-7(13)9-10(15-8)18-12(3,4)17-9/h6-10H,5,13H2,1-4H3/t6?,7?,8-,9+,10-/m1/s1
• InChIKey: SHQAHGPRANRAGI-PGQYJIMISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,5S,6aS)-5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-amine
• IUPAC Traditional name: (3aR,5S,6aS)-5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-6-amine
• Synonyms: 3-Amino-3-deoxy-1,2:5,6-bis-O-(1-methylethylidene)-α-D-glucofuranose; 3-Amino-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Database IDs

• CAS Number: 24384-84-7
• PubChem SID: 162254118
• PubChem CID: 46780237

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -2.5089152
• LogD (pH = 7.4): -1.1240152
• Log P: 0.3654282
• Molar Refractivity: 61.9949 cm^3
• Polarizability: 25.726288 Å^3
• Polar Surface Area: 72.17 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Thick Yellow Oil to Pale Yellow Solid
• Melting Point: 46-48°C

Safety Information

• Storage Condition: -20°C Freezer

REFERENCES

• Chen, H., et al.: Biochem., 41, 9165 (2002)
• Landi, M., et al.: Eur. J. Med. Chem., 44, 745 (2002)