(3aS,6R,6aS)-6-[(1S)-1-azido-2-[(tert-butyldimethylsilyl)oxy]ethyl]-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-one

• ChemBase ID: 160985
• Molecular Formular: C15H27N3O5Si
• Molecular Mass: 357.47748
• Monoisotopic Mass: 357.17199751
• SMILES: [C@@H]12[C@@H]([C@H](OC1=O)[C@H](CO[Si](C(C)(C)C)(C)C)N=[N+]=[N-])OC(O2)(C)C
• Canonical SMILES: [N-]=[N+]=N[C@H]([C@H]1OC(=O)[C@H]2[C@@H]1OC(O2)(C)C)CO[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C15H27N3O5Si/c1-14(2,3)24(6,7)20-8-9(17-18-16)10-11-12(13(19)21-10)23-15(4,5)22-11/h9-12H,8H2,1-7H3/t9-,10+,11-,12-/m0/s1
• InChIKey: DODRPLKUCBFVPS-USZNOCQGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,6R,6aS)-6-[(1S)-1-azido-2-[(tert-butyldimethylsilyl)oxy]ethyl]-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-one
• IUPAC Traditional name: (3aS,6R,6aS)-6-[(1S)-1-azido-2-[(tert-butyldimethylsilyl)oxy]ethyl]-2,2-dimethyl-dihydro-3aH-furo[3,4-d][1,3]dioxol-4-one
• Synonyms: 5-Azido-5-deoxy-6-O-[(1,1-dimethylethyl)dimethylsilyl]-2,3-O-(1-methylethylidene)-D-mannonic Acid γ-lactone; 5-Azido-6-(tert-butyldimethylsilyl)-2,3-O-isopropylidene L-Gulono-1,4-lactone

Database IDs

• CAS Number: 118464-49-6
• PubChem SID: 162255120
• PubChem CID: 14106436

CALCULATED PROPERTIES

• Acid pKa: 16.406614
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 2.574
• LogD (pH = 7.4): 2.574
• Log P: 2.6341
• Molar Refractivity: 83.1264 cm^3
• Polarizability: 35.070736 Å^3
• Polar Surface Area: 83.42 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol