新型免疫抑制剂FTY-720的合成

Synthesis of a New Immunosuppressant FTY-720

分别以苯为原料,经傅克酰基化、还原、酰化、缩合、还原羰基、还原酯基、去乙酰化、成盐反应和以苯乙醇为原料,经氯化、傅克酰基化、缩合、还原羰基、还原酯基、去乙酰化、成盐反应合成目标分子FTY-720,总收率分别为17%和21%.各关键中间体及FTY-720的结构经红外光谱、核磁共振氢谱及碳谱、质谱等得到确证.

FFY-720, a new kind of immunosuppressant, 2-amino-2 [ 2-（4-octylphenyl） ethyl ] -1,3-propanediol hydrochloride was synthesized via Friedel-crafts acylation, reduction, acylation, alkylation and Et3 Sill/TiCl4 reduction as a pivotal step from the starting material benzene or Friedel-crafts acylation, alkylation, Et3 Sill/TiCl, reduction and reduction as a pivotal step from the starting material phenethyl alcohol respectively and the total yield of the FTY-720 was 17% or 21% respectively. The structure of the target molecule and the key intermediates were confirmed by IR, ^1H NMR, ^13C NMR and MS in our experiments. The route is simpler, more efficient and convenient that may be applied to industrial production.