CAS: 795-38-0; Dihydro-Isocodeine

该化合物是一种半合成类阿片衍生物,具有独特的立体化学结构,其特点是在3位置使用4,5-环氧桥和甲氧代谢替代物,其六-氢氧类的`方向 ' 有助于其独特的药理特征,影响受体结合的亲和和代谢稳定性,该化合物因其与中枢...

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    上下游产品

    双氢可待因 Dihydrocodeine 125-28-0
    双氢吗啡 Dihydromorphine 509-60-4
    (5Alpha,6Beta)-4,5-环氧-3,6-二甲氧基-17-甲基吗喃 4,5α-Epoxy-3,6β-Dimethoxy-17-Methyl-Morphinane 41714-53-8
    二氢可待因酮 Hydrocodone 125-29-1
    Isoneopin 16008-33-6
    (+)-14β-Bromocodeine 02/05/4675
    Neopinon 105762-42-3
    14-Brom-Codeinon 5140-31-8
    蒂巴因 Thebaine 115-37-7

    合成工艺路线路线简述

    • 合成目标产物 (-)-Dihydroisocodeine 主要起始原料 Benzenesulfonamide, N,4-Dimethyl-N-[2-[(3R,3Ar,9As,9Bs)-1,3,3A,9A-Tetrahydro-3-Hydroxy-5-Methoxyphenanthro[4,5-Bcd]Furan-9B(2H)-Yl]Ethyl]-
    • (文献来源)合成步骤主要原料 Benzenesulfonamide, N,4-Dimethyl-N-[2-[(3R,3Ar,9As,9Bs)-1,3,3A,9A-Tetrahydro-3-Hydroxy-5-Methoxyphenanthro[4,5-Bcd]Furan-9B(2H)-Yl]Ethyl]-
    📜二氢可待因酮置于aluminum Isopropoxide,甲苯体系中,化学反应生成 (-)-二氢异可待因
    参考文献:Reactions Of Alkoxides With Certain Hydrogenated Alkaloids Of The Morphine Series
    标题:Reactions Of Alkoxides With Certain Hydrogenated Alkaloids Of The Morphine Series
    摘要:
    DOI:10.1021/jo01144A007

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    专利信息


    专利号:US-4089855-A
    优先权日:1976-04-23
    标题:Process for the stereoselective reduction of 6- and 8-keto morphine and morphinan derivatives with formamidinesulfinic acid and compounds obtained thereby
    发明人：CHATTERJIE NITHIANANDA; INTURRISI CHARLES E
    权利人:CORNELL RES FOUNDATION INC
    摘要:Process for the stereoselective synthesis of 6β-and 8β- hydroxy epimers by the chemical reduction of 6- and 8-keto derivatives in the morphine and morphinan series utilizing alkaline formamidinesulficic acid. The 6β- and 8β-hydroxy derivatives obtained according to the invention evidence narcotic antagonist and/or agonist activity and are also useful in the chemical and pharmacological standardization of various morphine and codeine derivatives and metabolites.

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    主要参考文献

    参考标题:Enantioselective Synthesis Of (−)-Dihydrocodeinone: A Short Formal Synthesis Of (−)-Morphine1,
    作者:Kathlyn A. Parker,Demosthenes Fokas |发布日期:2006.1.1
    摘要:Applied In An Asymmetric Synthesis Of (−)-Dihydrocodeinone. A Chiral Cyclohexenol (R-32), From The Cbs Reduction Of The Enone, Is The Source Of Chirality. The First Key Step, Tandem Closure In Which Stereochemistry Is Controlled By Geometric Constraints, (−)-15B -> (+)-16, Was Followed By An Unprecedented Reductive Hydroamination, Completing The Synthesis Of (−)-Dihydroisocodeine ((−)-17) In 13 Steps From

    合成参考文献


    摘要:Parker, K. A., Science of Synthesis: Applications of Domino Transformations in Organic Synthesis, (2015) 1, 229.
    摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
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