CAS: 561-25-1; (5Alpha)-6,7-Didehydro-4,5-Epoxy-3,6-Dimethoxy-17-Methylmorphinan

📜蒂巴因 在 C.I.酸性橙108,对甲苯磺酰肼体系中,用 乙醇,甲苯作为反应溶剂,反应 0.33H,以86%的收率获得8,14-Dihydrothebaine
参考文献:强化连续流动条件下使用肼水合物和o 2选择性还原蒂巴因中的烯烃
标题:强化连续流动条件下使用肼水合物和o 2选择性还原蒂巴因中的烯烃
摘要:氢可酮是一种高价值的活性药物成分(Api),通常是通过吗啡,可待因或蒂巴因的半合成途径生产的.后一种生物碱是有吸引力的前体,因为它本身并不用作药物.该生产路线中的关键步骤是选择性还原烯烃,形成8,14-二氢蒂巴因,然后可将其水解以生成氢可酮.不幸的是,由于严重的选择性问题,无法应用标准的氢化程序.使用原位生成的二酰亚胺进行的转移氢化是实现选择性转化的唯一已知替代方法.这种高度不稳定的还原剂最经济的产生是通过将o 2氧化水合肼(N 2 H 4 .H 2 O)来实现的..过去,由于批量爆炸的巨大潜力,该路线在工业规模上是"禁止"的.连续的高温/高压方法可以对危险反应混合物进行高效,安全和可扩展的处理.通过使用四个连续的液体进料(N 2 H 4 .H 2 O)和停留时间单元,实现了与工业相关的还原,从而在不到1小时的时间内实现了高度选择性的还原.
Doi:10.1021/Acs.Oprd.5B00370

专利信息

专利号:US-8252928-B2
优先权日:2008-09-16
标题:Processes for the synthesis of five and six membered heterocyclic rings
发明人：WANG PETER X; JIANG TAO; BERBERICH DAVID W
权利人:WANG PETER X; JIANG TAO; BERBERICH DAVID W; MALLINCKRODT LLC
摘要:The present invention provides processes for the synthesis of five and six membered rings. In particular, the present invention provides processes for the synthesis of five and six membered rings in alkaloids.

专利号:EP-0496830-B1
优先权日:1989-10-16
标 题 :Total synthesis of northebaine, normorphine, noroxymorphone enantiomers and derivatives via n-nor intermediates
发明人：RICE KENNER CRALLE; NEWMAN AMY HAUCK
权利人:US HEALTH
摘要:Families of antagonist-agonists and opiate narcotics are produced from norhydrocodeinone. In a preferred embodiment, norhydrocodeinone is refluxed with sulfosalicyclic dimethylketal and delta-6-enol ether derivatives and is then converted entirely to the ether by the addition of dry tetrahydrofuran simultaneously with the removal of the thus produced ether. The ether is then reacted with methanesulfonic acid and N-bromoacetamide to form the hydrobromide salt of the 7-bromodimethylketal derivative. From this derivative, a variety of products can be derived, including the novel further intermediate 14 hydroxynorcodeinone. The present invention enables derivation using a starting material which, unlike the starting materials of prior art processes, is available in the natural (-) or synthetic (+) form. Thus, the method of the present invention provides the only known route for the synthesis of (+) forms of various derivatives and intermediates, such as (+)-7-bromo-dimethylketal nordihydrocodeinone.

专利号:US-10406153-B2
优先权日:2016-08-31
标题:Process for the preparation of benzhydrocodone hydrochloride
发明人：ZHANG WEN-CHUN; JOHNSON BRUCE P
权利人:NORAMCO INC
摘要:The invention is directed to processes for the preparation of benzhydrocodone hydrochloride. More particularly, the invention is directed to processes for a one-pot synthesis of benzhydrocodone hydrochloride of improved yield and/or purity.

专利号:US-2006009479-A1
优先权日:2004-07-09
标 题 :Process for the synthesis of hydromorphone
发明人：BAILEY TIMOTHY S; GEE PAUL S; REZAIE ROBERT
权利人:BAILEY TIMOTHY S; GEE PAUL S; REZAIE ROBERT
摘要:There is described a method for converting oripavine to hydromorphone or a physiologically acceptable salt thereof such as hydromorphone hydrochloride involving generation of 8,14-dihydrooripavine utilising diimine.

专利号:CA-2737159-C
优先权日:2008-09-16
标 题:Processes for the synthesis of five and six membered heterocyclic rings

专利号:WO-9105768-A1
优先权日:1989-10-16
标 题:Total synthesis of northebaine, normorphine, noroxymorphone enantiomers and derivatives via n-nor intermediates