tert-butyl (4aR,7S,8R,8aR)-7-azido-8-hydroxy-2-phenyl-octahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylate

• ChemBase ID: 160980
• Molecular Formular: C18H24N4O5
• Molecular Mass: 376.40696
• Monoisotopic Mass: 376.17466989
• SMILES: N1(C[C@H]([C@H]([C@H]2[C@H]1COC(O2)c1ccccc1)O)N=[N+]=[N-])C(=O)OC(C)(C)C
• Canonical SMILES: [N-]=[N+]=N[C@@H]1CN(C(=O)OC(C)(C)C)[C@H]2[C@H]([C@@H]1O)OC(OC2)c1ccccc1
• InChI: InChI=1S/C18H24N4O5/c1-18(2,3)27-17(24)22-9-12(20-21-19)14(23)15-13(22)10-25-16(26-15)11-7-5-4-6-8-11/h4-8,12-16,23H,9-10H2,1-3H3/t12-,13+,14+,15+,16?/m0/s1
• InChIKey: AXKOHGYOJFOPKE-OWVXKZQJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (4aR,7S,8R,8aR)-7-azido-8-hydroxy-2-phenyl-octahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylate
• IUPAC Traditional name: tert-butyl (4aR,7S,8R,8aR)-7-azido-8-hydroxy-2-phenyl-hexahydro-2H-[1,3]dioxino[5,4-b]pyridine-5-carboxylate
• Synonyms: [2R-(2α,4aα,7α,8β,8aβ)]-7-Azidohexahydro-8-hydroxy-2-phenyl-5H-1,3-dioxino[5,4-b]pyridine-5-carboxylic Acid 1,1-Dimethylethyl Ester; 2-Azido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-1,2,5-trideoxy-1,5-imino-D-glucitol

Database IDs

• CAS Number: 133697-23-1
• PubChem SID: 162255115
• PubChem CID: 14734344

CALCULATED PROPERTIES

• Acid pKa: 13.30897
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.268828
• LogD (pH = 7.4): 2.2688274
• Log P: 2.3828735
• Molar Refractivity: 94.7456 cm^3
• Polarizability: 37.227695 Å^3
• Polar Surface Area: 97.66 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Pale Yellow Foam
• Melting Point: 100-101°C