1: 1.) N-hydroxysuccinimide, dicyclohexylcarbodiimide (DCC) / 1.) CH2Cl2, 5 h, 2.) 72 h 2: 1.) 2-(phenylsulfonyl)-3-phenyloxaziridine, 2.) NaBH3CN / 1.) CH2Cl2, 30 min, 2.) acetic acid, 3 h 3: 100 percent / trifluoroacetic acid / 3 h / Ambient temperature View Scheme

1: 1.) N-hydroxysuccinimide, dicyclohexylcarbodiimide (DCC) / 1.) CH2Cl2, 3 h, 2.) RT, 12 h 2: 1.) 85percent 3-chloroperoxybenzoic acid, 2.) NaBH3CN / 1.) acetone, 0 deg C, 30 min, 2.) acetic acid, 12 h 3: 95 percent / trifluoroacetc acid / CH2Cl2 / 1 h / Ambient temperature View Scheme

Multi-step reaction with 8 steps 1: 60 percent / KF/Celite / acetonitrile / 1.) RT, 16 h, 2.) 70 deg C, 24 h2: 96 percent / CH2Cl2 / 68 h / Ambient temperature3: 95 percent / H2 / Pd(OH)2/C / acetic acid / 2 h / 2585.7 Torr4: 100 percent / methanol / 12 h / Ambient temperature5: 85 percent / CH2Cl2 / 1.5 h / Ambient temperature6: H2 / Pd(OH)2/C / acetic acid / 2 h / 2585.7 Torr7: methanol / 12 h / Ambient temperature8: H2 / Pd(OH)2/C / acetic acid / 2 h / 2585.7 Torr  

Multi-step reaction with 7 steps 1: 96 percent / CH2Cl2 / 68 h / Ambient temperature2: 95 percent / H2 / Pd(OH)2/C / acetic acid / 2 h / 2585.7 Torr3: 100 percent / methanol / 12 h / Ambient temperature4: 85 percent / CH2Cl2 / 1.5 h / Ambient temperature5: H2 / Pd(OH)2/C / acetic acid / 2 h / 2585.7 Torr6: methanol / 12 h / Ambient temperature7: H2 / Pd(OH)2/C / acetic acid / 2 h / 2585.7 Torr  

Multi-step reaction with 2 steps 1: methanol / 12 h / Ambient temperature2: H2 / Pd(OH)2/C / acetic acid / 2 h / 2585.7 Torr