(3aR,4S,7R,7aS)-2,2,4-trimethyl-hexahydro-2H-[1,3]dioxolo[4,5-c]pyridin-7-ol

• ChemBase ID: 169952
• Molecular Formular: C9H17NO3
• Molecular Mass: 187.23618
• Monoisotopic Mass: 187.12084341
• SMILES: [C@H]1(CN[C@H]([C@@H]2[C@H]1OC(O2)(C)C)C)O
• Canonical SMILES: O[C@@H]1CN[C@H]([C@@H]2[C@H]1OC(O2)(C)C)C
• InChI: InChI=1S/C9H17NO3/c1-5-7-8(6(11)4-10-5)13-9(2,3)12-7/h5-8,10-11H,4H2,1-3H3/t5-,6+,7+,8-/m0/s1
• InChIKey: FFXXJTWOLUDTGD-OSMVPFSASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,4S,7R,7aS)-2,2,4-trimethyl-hexahydro-2H-[1,3]dioxolo[4,5-c]pyridin-7-ol
• IUPAC Traditional name: (3aR,4S,7R,7aS)-2,2,4-trimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol
• Synonyms: [3aR-(3aα,4β,7α,7aα)]-Hexahydro-2,2,4-trimethyl-1,3-dioxolo[4,5-c]pyridin-7-ol; (3aR,4S,7R,7aS)-Hexahydro-2,2,4-trimethyl-1,3-dioxolo[4,5-c]pyridin-7-ol

Database IDs

• CAS Number: 122194-06-3
• PubChem SID: 162264084
• PubChem CID: 11622468

CALCULATED PROPERTIES

• Acid pKa: 13.748033
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.1249716
• LogD (pH = 7.4): -1.5875516
• Log P: -0.1364086
• Molar Refractivity: 47.2377 cm^3
• Polarizability: 19.41247 Å^3
• Polar Surface Area: 50.72 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Orange Solid

DETAILS

Toronto Research Chemicals - H294200

Intermediate in the production of Deoxyfuconojirimycin

REFERENCES

• Jefferies, I., et al.: Bioorg. Med. Chem. Lett., 7, 1171 (1997)