ethyl (1R,2R)-1-phenyl-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}cyclohex-3-ene-1-carboxylate

• ChemBase ID: 178959
• Molecular Formular: C18H20Cl3NO4
• Molecular Mass: 420.7147
• Monoisotopic Mass: 419.04579117
• SMILES: C1=CCC[C@@]([C@@H]1NC(=O)OCC(Cl)(Cl)Cl)(C(=O)OCC)c1ccccc1
• Canonical SMILES: CCOC(=O)[C@]1(CCC=C[C@H]1NC(=O)OCC(Cl)(Cl)Cl)c1ccccc1
• InChI: InChI=1S/C18H20Cl3NO4/c1-2-25-15(23)17(13-8-4-3-5-9-13)11-7-6-10-14(17)22-16(24)26-12-18(19,20)21/h3-6,8-10,14H,2,7,11-12H2,1H3,(H,22,24)/t14-,17-/m1/s1
• InChIKey: GHYAZUKUMSATHJ-RHSMWYFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (1R,2R)-1-phenyl-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}cyclohex-3-ene-1-carboxylate
• IUPAC Traditional name: ethyl (1R,2R)-1-phenyl-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}cyclohex-3-ene-1-carboxylate
• Synonyms: trans-1-Phenyl-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-3-cyclohexene-1-carboxylic Acid Ethyl Ester; N-(2,2,2-Trichloroethoxy)carbonyl] Bisnortilidine; cis-1-Phenyl-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-3-cyclohexene-1-carboxylic Acid Ethyl Ester; N-(2,2,2-Trichloroethoxy)carbonyl] Bisnor-(cis)-tilidine

Database IDs

• CAS Number: 71616-76-7
• PubChem SID: 164234869
• PubChem CID: 12546493

CALCULATED PROPERTIES

• Acid pKa: 11.256876
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.552263
• LogD (pH = 7.4): 4.55221
• Log P: 4.5522633
• Molar Refractivity: 103.1171 cm^3
• Polarizability: 39.766815 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - T774166

Byproduct formed during the production of Tilidine and derivatives of Tilidine.

Toronto Research Chemicals - T774165

Intermediate in the production of Tilidine and derivatives of Tilidine.