|
【结 构 式】 
|
【分子编号】45694 【品名】(2S)-3-bromo-1,1,1-trifluoro-2-propanol 【CA登记号】88378-50-1 |
【 分 子 式 】C3H4BrF3O 【 分 子 量 】192.9633696 【元素组成】C 18.67% H 2.09% Br 41.41% F 29.54% O 8.29% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(IX)The chiral (R)-(+)-epoxide (X) was synthesized by asymmetric reduction of 3-bromotrifluoroacetone (VII) using (+)-B-chlorodiisopinocampheylborane (VIII), followed by intramolecular cyclization of the resulting (R)-bromohydrin (VIII) in aqueous NaOH. Finally, reaction of amine (IV) with the chiral epoxide (X) furnished the desired enantiomer.
| 【1】 Durley, R.C.; et al.; Chiral N,N-disubstituted trifluoro-3-amino-2-propanols are potent inhibitors of cholesteryl ester transfer protein. J Med Chem 2002, 45, 18, 3891. |
| 【2】 Grapperhaus, M.L.; Hickory, B.S.; Sikorski, J.A.; Wang, L.J.; Massa, M.A.; Mischke, D.A.; Honda, D.D.; New simple class of potent cholesteryl ester transfer protein inhibitors. 220th ACS Natl Meet (Aug 20 2000, Washington DC) 2000, Abst MEDI 283. |
| 【3】 Durley, R.C.; et al.; Discovery of chiral N,N-disubstituted trifluoro-3-amino-2-propanols as potent inhibitors of cholesteryl ester transfer protein. J Med Chem 2000, 43, 24, 4575. |
| 【4】 Vernier, W.F.; Wang, L.; Mischke, D.A.; Hamme, A.T.; Promo, M.A.; Sikorski, J.A.; Spangler, D.P.; Grapperhaus, M.L.; Massa, M.A.; Durley, R.C.; Reinhard, E.J.; Fobian, Y.M.; Hickory, B.S.; Tollefson, M.B.; Norton, M.B.; Rueppel, M.L. (Pharmacia Corp.); (R)-Chiral halogenated 1-substd.amino-(n+1)-alkanols useful for inhibiting cholesteryl ester transfer protein activity. WO 0018721; WO 0018724 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (IV) | 45687 | N-(3-phenoxyphenyl)-N-[3-(1,1,2,2-tetrafluoroethoxy)benzyl]amine; 3-phenoxy-N-[3-(1,1,2,2-tetrafluoroethoxy)benzyl]aniline | C21H17F4NO2 | 详情 | 详情 | |
| (VII) | 39909 | 3-bromo-1,1,1-trifluoroacetone | 431-35-6 | C3H2BrF3O | 详情 | 详情 |
| (VIII) | 45693 | chloro[(1R,2R,3S,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl][(1S,2S,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]borane | C20H34BCl | 详情 | 详情 | |
| (IX) | 45694 | (2S)-3-bromo-1,1,1-trifluoro-2-propanol | 88378-50-1 | C3H4BrF3O | 详情 | 详情 |
| (X) | 45689 | (2R)-2-(trifluoromethyl)oxirane | C3H3F3O | 详情 | 详情 |
Extended Information