Trifluoroacetic acid → (3R,5S)-5-(benzylamino-methyl)-1-methanesulfonyl-pyrrolidine-3-thiol trifluoro-acetate
反応式
[CH2:1]([NH:8][CH2:9][C@@H:10]1[CH2:14][C@@H:13]([S:15]CC2C=CC(OC)=CC=2)[CH2:12][N:11]1[S:25]([CH3:28])(=[O:27])=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([SiH](CC)CC)C.[C:36]([OH:42])([C:38]([F:41])([F:40])[F:39])=[O:37]>>[F:39][C:38]([F:41])([F:40])[C:36]([OH:42])=[O:37].[CH2:1]([NH:8][CH2:9][C@H:10]1[N:11]([S:25]([CH3:28])(=[O:27])=[O:26])[CH2:12][C@H:13]([SH:15])[CH2:14]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1参加物
4
反応条件
- 温度
- 80 °C
実験手順
(Method 2): 100 mg (0.24 mmol) of (2S,4R)-benzyl-[1-methanesulfonyl-4-(4-methoxy-benzylsulfanyl)-pyrrolidin-2-ylmethyl]-amine was dissolved in 8.5 ml TFA and treated at 0° C. with 0.38 ml (2.38 mmol) triethylsilane. The reaction was warmed up over night, heated 1.5 h at 80° C. and evaporated, partitioned between water (10 ml)/Et2O (2×10 ml). The water was lyophilized to give 90 mg (91%) of (3R,5S)-5-(benzylamino-methyl)-1-methanesulfonyl-pyrrolidine-3-thiol trifluoro-acetate, MS: 301 (MH+).