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

• ChemBase ID: 161064
• Molecular Formular: C9H15N3O4
• Molecular Mass: 229.2331
• Monoisotopic Mass: 229.10625598
• SMILES: [C@@H]12[C@@H](C(O[C@@H]1CN=[N+]=[N-])(O)C)OC(O2)(C)C
• Canonical SMILES: CC1(O)O[C@@H]([C@H]2[C@@H]1OC(O2)(C)C)CN=[N+]=[N-]
• InChI: InChI=1S/C9H15N3O4/c1-8(2)15-6-5(4-11-12-10)14-9(3,13)7(6)16-8/h5-7,13H,4H2,1-3H3/t5-,6+,7+,9?/m1/s1
• InChIKey: ITMTWRNHTCDZNL-VWQWZFRASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,6R,6aS)-6-(azidomethyl)-2,2,4-trimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-ol
• IUPAC Traditional name: (3aS,6R,6aS)-6-(azidomethyl)-2,2,4-trimethyl-dihydro-3aH-furo[3,4-d][1,3]dioxol-4-ol
• Synonyms: 6-Azido-1,6-dideoxy-3,4-O-(1-methylethylidene)-D-tagatose; 6-Azido-1,6-dideoxy-3,4-O-isopropylidene-D-lyxo-2-hexulofuranose

Database IDs

• CAS Number: 122194-05-2
• PubChem SID: 162255199
• PubChem CID: 11506876

CALCULATED PROPERTIES

• Acid pKa: 11.241314
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.35458106
• LogD (pH = 7.4): 0.35451934
• Log P: 0.46862748
• Molar Refractivity: 53.4822 cm^3
• Polarizability: 20.993195 Å^3
• Polar Surface Area: 77.35 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ether

DETAILS

Toronto Research Chemicals - A884560

Intermediate in the production of Deoxyfuconojirimycin