CAS: 2468-21-5; Catharanthine

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CAS号105729-49-5 (+/-)-5-oxo-cat... | CAS号87-51-4 吲哚-3-乙酸 | CAS号129030-48-4 (-)-2-(1-[2-(in... | CAS号38390-45-3 脱水长春碱 | CAS号23360-92-1 长春罗新 | CAS号63944-54-7 柳黄酸

5,6-Dihydro-Pyran-2-One置于bis(Triphenylphosphine)Iridium(I) Carbonyl Chloride,4,4-二甲氧基三苯胺,Ru(Bpy3)*6H2O,三乙胺,四甲基二硅氮烷,Lithium Bromide体系中,用 四氢呋喃,氘代甲苯,N,N-二甲基甲酰胺 用作溶剂,化学反应 21.83H,反应生成长春质碱
参考文献:通用铱催化还原二烯胺合成允许通过难以捉摸的脱氢可可丁五步合成长春质
标题:通用铱催化还原二烯胺合成允许通过难以捉摸的脱氢可可丁五步合成长春质
摘要:开发了一种用于功能化异奎宁环的立体和区域选择性合成的新还原策略.以化学选择性铱(I)催化的β,γ-不饱和δ-内酰胺还原活化为中心,高效生产的反应性二烯胺中间体很容易与各种亲二烯体发生[4 + 2]环加成反应,从而形成桥联双环胺产品.这种新的合成方法扩展到脂肪族起始原料,从而有效形成环己烯胺产品,并很容易作为迄今为止最短(五步)长春花生物碱长春质全合成的关键步骤,通过其难以捉摸的生物合成前体进行,脱氢可可定.
Doi:10.1021/jacs.1C04980

专利信息

专利号:US-5047528-A
优先权日:1987-01-22
标题 :Process of synthesis of vinblastine and vincristine
发明人：KUTNEY JAMES P; CHOI LEWIS S L; NAKANO JUN; TSUKAMOTO HIROKI; BOULET CAMILLE A; MCHUGH MICHAEL
权利人:UNIV BRISTISH COLUMBIA
摘要:The present invention relates to the synthesis of dimer alkaloid compounds, particularly those of the Catharantus (Vinca) family, from an indole unit, such as cantharanthine, and a dihydroindole unit, such as vindoline. A multi-step process is disclosed including the steps of (1) of 1,4-reduction of a first dimeric iminium intermediate to an enamine compound by reaction with a 1,4-dihydropyridine compound; (2) oxidative transformation of the resulting enamine to a second iminium intermediate under controlled aeration; (3) reduction of the second iminium intermediate to form the target dimer alkaloid compounds. The entire process can be conducted in a one-pot operation to obtain the target compounds without isolation of the intermediates.

专利号:US-4279817-A
优先权日:1975-05-30
标 题:Method for producing dimer alkaloids
发明人：KUTNEY JAMES P
权利人:US DEPARTMENT OF HEALTH & HUMA
摘要:A concerted process for the synthesis of a dimer consisting of an indole unit and a dihydroindole unit possessing natural stereochemistry which comprises: n (a) forming an N-oxide intermediate from said indole unit; n (b) treating said N-oxide indole intermediate in the presence of acetic anhydride or halogenated derivative thereof to effect a Polonovski-type fragmentation reaction; n (c) without isolating the N-oxide indole intermediate and at a temperature of about -10° C. to +10° C., coupling said reaction product with a dihydroindole unit in the presence of acetic anhydride or a halogenated derivative thereof at a low temperature of about -10° C. to +10° C. under inert conditions; and n (d) subsequently reducing the immonium nitrogen on the indole unit by reacting with aqueous alkali metal borohydride to produce a dimer.

专利号:US-5034320-A
优先权日:1987-03-31
标题 :Vinblastine synthesis
发明人：ENDO TSUYOSHI
权利人:ALLELIX INC
摘要:The reaction of 3',4'-anhydrovinblastine with a Catharanthus roseus-derived protein fraction to form vinblastine is improved by conducting the reaction in the presence of a reducing agent such as the enzyme cofactor NADH. A cationic species such as manganous ion may also be added to the reaction. Vinblastine yields are enhanced.