(3aS,6R,6aS)-6-(azidomethyl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-one

• ChemBase ID: 161065
• Molecular Formular: C8H11N3O4
• Molecular Mass: 213.19064
• Monoisotopic Mass: 213.07495585
• SMILES: [C@@H]12[C@@H](C(=O)O[C@@H]1CN=[N+]=[N-])OC(O2)(C)C
• Canonical SMILES: O=C1O[C@@H]([C@H]2[C@@H]1OC(O2)(C)C)CN=[N+]=[N-]
• InChI: InChI=1S/C8H11N3O4/c1-8(2)14-5-4(3-10-11-9)13-7(12)6(5)15-8/h4-6H,3H2,1-2H3/t4-,5+,6+/m1/s1
• InChIKey: SNEBIDARLBHUDV-SRQIZXRXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,6R,6aS)-6-(azidomethyl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-one
• IUPAC Traditional name: (3aS,6R,6aS)-6-(azidomethyl)-2,2-dimethyl-dihydro-3aH-furo[3,4-d][1,3]dioxol-4-one
• Synonyms: 5-Azido-5-deoxy-2,3-O-(1-methylethylidene)-D-lyxonic Acid γ-Lactone; 5-Azido-5-deoxy-2,3-O-isopropylidene-D-lyxono-1,4-lactone

Database IDs

• CAS Number: 122194-04-1
• PubChem SID: 162255200
• PubChem CID: 18638099

CALCULATED PROPERTIES

• Acid pKa: 19.289461
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.29378515
• LogD (pH = 7.4): 0.29378515
• Log P: 0.4078308
• Molar Refractivity: 47.3158 cm^3
• Polarizability: 18.65376 Å^3
• Polar Surface Area: 74.19 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Yellow Oil

DETAILS

Toronto Research Chemicals - A884575

Intermediate in the production of Deoxyfuconojirimycin