HCID 480334, 화합물 → HCID 480426, 화합물
반응식
[CH2:1]([C@H:8]([NH:33][C:34](=[O:44])[O:35][C@@H:36]1[C@H:43]2[C@H:39]([O:40][CH2:41][CH2:42]2)[O:38][CH2:37]1)[C@H:9]([OH:32])[CH2:10][N:11]([CH2:23][C:24]([CH3:31])([CH3:30])[CH2:25][CH2:26][CH2:27][C:28]#[N:29])[S:12]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([NH:21][CH3:22])[CH:16]=1)(=[O:14])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Ni]>[NH2:29][CH2:28][CH2:27][CH2:26][CH2:25][C:24]([CH3:31])([CH3:30])[CH2:23][N:11]([S:12]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([NH:21][CH3:22])[CH:16]=1)(=[O:14])=[O:13])[CH2:10][C@@H:9]([OH:32])[C@@H:8]([NH:33][C:34](=[O:44])[O:35][C@@H:36]1[C@H:43]2[C@H:39]([O:40][CH2:41][CH2:42]2)[O:38][CH2:37]1)[CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1참가 물질
3
시약·촉매·용매 1
실험 절차
A mixture of 0.18 g (0.29 mmol) of (3R,3aS,6aR) hexahydrofuro[2,3-b]furan-3-yl N-[(1S,2R)-1-benzyl-3-((5-cyano-2,2-dimethylpentyl)[3-(methylamino)phenyl]sulfonylamino)-2-hydroxypropyl]carbamate (obtained via a protocol directly analogous to Example (Compound 245)) and approximately 50 mg of Raney nickel (washed with water and then MeOH) in 40 mL of 2M NH3/MeOH was subjected to hydrogenation at 40 psi. After 1.5 hours the vessel was purged with nitrogen, catalyst removed by filtration through celite and the filtrate concentrated to dryness in vacuo. The residue was subjected to flash chromatography (SiO2, 9:1 CH2Cl2, 2M NH3 in MeOH) to afford 0.13 g (72%) of the desired amine as a white foam.