Sjö P, Groth P, Aasen A J
Department of Pharmacy, University of Oslo, Norway.
Acta Chem Scand (Cph). 1990 Oct;44(9):957-62. doi: 10.3891/acta.chem.scand.44-0957.
Racemic 2-methyl-1,1-diphenyl-3-(1-piperidyl)-1-propanol (4) and 2-methyl-1,1-diphenyl-3-(1-pyrrolidyl)-1-propanol (5) have been synthesized and optically resolved employing (R)- and (S)-mandelic acid, respectively, as resolving agents. The absolute configurations of the enantiomers of 4 and 5 have been established as (-)-(R) and (+)-(S) by crystal structure analyses of (-)-(R)-2-methyl-1,1-diphenyl-3-(1-piperidinio)-1-propanol (+)-(S)-mandelate and (+)-(S)-2-methyl-1,1-diphenyl-3-(1-pyrrolidinio)-1-propanol (-)-(R)-mandelate. The corresponding methiodides have been prepared.
外消旋2-甲基-1,1-二苯基-3-(1-哌啶基)-1-丙醇(4)和2-甲基-1,1-二苯基-3-(1-吡咯烷基)-1-丙醇(5)已被合成，并分别使用(R)-和(S)-扁桃酸作为拆分剂进行了光学拆分。通过对(-)-(R)-2-甲基-1,1-二苯基-3-(1-哌啶鎓)-1-丙醇(+)-(S)-扁桃酸盐和(+)-(S)-2-甲基-1,1-二苯基-3-(1-吡咯烷鎓)-1-丙醇(-)-(R)-扁桃酸盐的晶体结构分析，确定了4和5对映体的绝对构型分别为(-)-(R)和(+)-(S)。制备了相应的甲基碘化物。
