methyl (1r,4r)-4-(prop-2-yn-1-yl)cyclohexane-1-carboxylate

• ChemBase ID: 177070
• Molecular Formular: C11H16O2
• Molecular Mass: 180.24354
• Monoisotopic Mass: 180.11502975
• SMILES: C1[C@@H](CC[C@H](C1)CC#C)C(=O)OC
• Canonical SMILES: C#CC[C@@H]1CC[C@H](CC1)C(=O)OC
• InChI: InChI=1S/C11H16O2/c1-3-4-9-5-7-10(8-6-9)11(12)13-2/h1,9-10H,4-8H2,2H3/t9-,10-
• InChIKey: VFOQETNBTUILTQ-MGCOHNPYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1r,4r)-4-(prop-2-yn-1-yl)cyclohexane-1-carboxylate
• IUPAC Traditional name: methyl (1r,4r)-4-(prop-2-yn-1-yl)cyclohexane-1-carboxylate
• Synonyms: trans-4-(2-Propyn-1-yl)-cyclohexanecarboxylic Acid Methyl Ester; trans-4-(2-Propynyl)cyclohexanecarboxylic Acid Methyl Ester

Database IDs

• CAS Number: 250682-81-6
• PubChem SID: 164232980
• PubChem CID: 10749876

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.4050522
• LogD (pH = 7.4): 2.4050522
• Log P: 2.4050522
• Molar Refractivity: 50.8272 cm^3
• Polarizability: 19.927887 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Colorless Oil

DETAILS

Toronto Research Chemicals - P838370

Intermediate in the preparation of Apadenoson.

REFERENCES

• Rieger, J., et al.: J. Med. Chem., 44, 531 (2001)