N-BOC-D-CYCLOHEXYLGLYCINOL

A solution of N- (t-butyloxycarbonyl) cyclohexylglycine (2.0 g, 7.77 mmol) in anhydrous THF (10 mL) was cooled to 0 °C. Borane solution (1 M in THF, 15.5 ML, 15.5 mmol) was added slowly and the reaction mixture was warmed to room temperature and stirred for 2 hours. The reaction was quenched with MEOH (5 mL), volatiles were evaporated and the residue was partitioned between water and EtOAc. The organic layer was washed with saturated NaHCO3/water, brine, dried (sodium sulfate), and evaporated to give TERT-BUTYL 1-CYCLOHEXYL-2-HYDROXYETHYLCARBAMATE 2a (1.26 g, 66.7 percent), MS (CI) m/z 144.20 (MH+-BOC).A solution of N- (t-butyloxycarbonyl) cyclohexylglycine (2.0 g, 7.77 mmol) in anhydrous THF (10 mL) was cooled to 0 °C. Borane solution (1 M in THF, 15.5 mL, 15.5 mmol) was added slowly and the reaction mixture was warmed to room temperature and stirred for 2 hours. The reaction was quenched with MEOH (5 mL), volatiles were evaporated and the residue was partitioned between water and EtOAc. The organic layer was washed with saturated NAHC03/WATER, brine, dried (sodium sulfate), and evaporated to give tert-butyl L-CYCLOHEXYL-2-HYDROXYETHYLCARBAMATE 4a (1.26 g, 66.7 percent), MS (CI) M/Z 144.2 (MH+-Boc).

Molecular Weight:243.34
XLogP3:2.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:243.18344366
Monoisotopic Mass:243.18344366
Topological Polar Surface Area:58.6
Heavy Atom Count:17
Complexity:242
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes