Trifluoroacetic acid → azetidin-3-ylmethyl dimethylphosphinate TFA salt
반응식
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH3:8][P:9]([O:12][CH2:13][CH:14]1[CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15]1)([CH3:11])=[O:10]>ClCCl>[OH:5][C:3]([C:2]([F:7])([F:6])[F:1])=[O:4].[CH3:8][P:9]([CH3:11])(=[O:10])[O:12][CH2:13][CH:14]1[CH2:17][NH:16][CH2:15]1참가 물질
4
실험 절차
Trifluoroacetic acid (120 mL) was added dropwise to the product of Step 1 (80 g) in dichloromethane (120 mL) at 0° C. over a period of 30 min. The reaction mixture was stirred at room temperature for 2 h. After completion of reaction, reaction mixture was concentrated to remove excess trifluoroacetic acid under vacuum to afford azetidin-3-ylmethyl dimethylphosphinate TFA salt (90 g) as brown liquid. LC ESI: [M+H]+ m/z 164.2; HPLC purity; >97%. 1H NMR (400 MHz, CD3OD) S: 1.62 (s, 3H), 1.65 (s, 3H), 3.23-3.27 (m, 1H), 4.02 (dd, J=7.7, 11.1 Hz, 2H), 4.11-4.19 (m, 4H).