1-BOC-4-HYDROXY-4-PIPERIDINECARBOXYLIC ACID

N-((3R, 3aS, 9bS)-9b-((4-fluorophenyl)sulfonyl)-7-(perfluoropropan-2-yl)-2, 3, a3a4, 59b-hexahydro-1H-cyclopenta[a]naphthalen-3-yl)-4-hydroxypiperidine-4-carboxamide A mixture of (3R, 3aS, 9bS)-9b-((4-fluorophenyl)sulfonyl)-7-(perfluoropropan-2-yl)-2, 3, 3a, 4, 5, 9b-hexahydro-1H-cyclopenta[a]naphthalen-3-amine trifluoroacetate (Example 114, 110 mg, 0.175 mmol), Step A: (R)-tert-butyl 4-(3-(4-(2-((2, 6-difluorobenzyl)oxy)-1, 1, 1, 3, 3, 3-hexafluoropropan-2-yl)phenyl)-3-((4-fluorophenyl)sulfonyl)pyrrolidine-1-carbonyl)-4-hydroxypiperidine-1-carboxylate Hunig's Base (0.017 mL, 0.099 mmol) was added to a mixture of (R)-3-(4-(2-((2, 6-difluorobenzyl)oxy)-1, 1, 1, 3, 3, 3-hexafluoropropan-2-yl)phenyl)-3-((4-fluorophenyl)sulfonyl)pyrrolidine hydrochloride (18 mg, 0.028 mmol, from Example 10), (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (25.1 mg, 0.057 mmol) and 1-Qert-Butoxycarbonyl)-4-hydroxypiperidine-4-carboxylic acid (100 mg, 0.408 mmol) and 6- aminonicotinonitrile (48.6 mg, 0.408 mmol) were mixed in DMF (2 mL). DIEA (105 mg, 0.8 15 mmol) was added to this solution followed by HATU (233 mg, 0.6 12 mmol). The reaction mixture was stirred at room temperature for 12 hours. The product was purified by reverse phaseprep-HPLC (10-90% AcCN/H20 + 0.1 TFA). The correct fractions were combined andconcentrated to give the title compound. LC/MS: [(M+23)]± = 369.0

Molecular Weight:245.27
XLogP3:0.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:245.12632271
Monoisotopic Mass:245.12632271
Topological Polar Surface Area:87.1
Heavy Atom Count:17
Complexity:312
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes