2-{[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyl-hexahydrocyclopenta[d][1,3]dioxol-4-yl]oxy}ethan-1-ol

• ChemBase ID: 160258
• Molecular Formular: C10H19NO4
• Molecular Mass: 217.26216
• Monoisotopic Mass: 217.13140809
• SMILES: [C@H]12[C@H](OC(O1)(C)C)[C@H](C[C@H]2N)OCCO
• Canonical SMILES: OCCO[C@H]1C[C@H]([C@H]2[C@@H]1OC(O2)(C)C)N
• InChI: InChI=1S/C10H19NO4/c1-10(2)14-8-6(11)5-7(9(8)15-10)13-4-3-12/h6-9,12H,3-5,11H2,1-2H3/t6-,7+,8+,9-/m1/s1
• InChIKey: WNYYMPICYAOQAE-RYPBNFRJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyl-hexahydrocyclopenta[d][1,3]dioxol-4-yl]oxy}ethan-1-ol
• IUPAC Traditional name: 2-{[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy}ethanol
• Synonyms: 2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol; 2-(((3aR,4S,6R,6aS)-6-Amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol

Database IDs

• CAS Number: 274693-55-9
• MDL Number: MFCD19687251
• PubChem SID: 162254393
• PubChem CID: 9942596

CALCULATED PROPERTIES

• Acid pKa: 15.120408
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.910854
• LogD (pH = 7.4): -3.0627828
• Log P: -0.9128127
• Molar Refractivity: 53.6234 cm^3
• Polarizability: 21.975 Å^3
• Polar Surface Area: 73.94 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - A629930

An intermediate in the preparation of orally active reversible P2Y12 receptor antagonist for prevention of thrombosis.

REFERENCES

• Springthorpe, B. et al.: Bioorg. Med. Chem. Lett., 17, 6013 (2007)