CAS: 147438-30-0; (S)-1-(2-((2R,3R,6S)-6-((2S,3E,5E,7E,9S,11R)-2,13-Dimethoxy-3,9,11-Trimethyl-12-Oxotrideca-3,5,7-Trien-1-yl)-2-Hydroxy-3-Methyltetrahydro-2H-Pyran-2-yl)-2-Oxoacetyl)Piperidine-2-Carboxylic Acid

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上下游产品

28-secorapamycin sirolimus (S)-1-{2-[(2R,3R,6S)-6-((3E,5E,7E)-(2S,9S,11R)-2,13-Dimethoxy-3,9,11-trimethyl-12-oxo-trideca-3,5,7-trienyl)-2-hydroxy-3-methyl-tetrahydro-pyran-2-yl]-2-oxo-acetyl}-piperidine-2-carboxylic acid tert-butyl ester (8E,10E,12E)-(2R,5S,7S,14S,16R)-5-(tert-Butyl-dimethyl-silanyloxy)-7,18-dimethoxy-2,8,14,16-tetramethyl-17-oxo-°Ctadeca-8,10,12-trienal

合成工艺路线路线简述

    📜雷帕霉素置于1,8-二氮杂双环[5.4.0]十一碳-7-烯,Zinc(II) Chloride体系中,用 四氢呋喃 用作溶剂,化学反应 50.0H,反应生成依维莫司杂质3
    参考文献:Studies On The Chemistry Of Rapamycin: Novel Transformations Under Lewis-Acid Catalysis
    标题:Studies On The Chemistry Of Rapamycin: Novel Transformations Under Lewis-Acid Catalysis
    摘要:The Reactivity Of Rapamycin Under Mild Lewis-Acid Catalysis Has Been Investigated. The Molecule Has Been Found To Be Extremely Sensitive To Basic Reagents Due To Carboxylate Elimination Beta To The C24 Ketone. However,Transformations Normally Effected Under Basic Conditions,Such As C-13-C-14 Benzilic Acid Rearrangement Of C28-C30 Retroaldol,Can Be Achieved On Rapamycin Itself By Catalysis With Zncl2 In The Appropriate Solvent. These Are Novel Transformations That Circumvent The Protection Or Masking Of Reactive Functional Groups And Allow Efficient Degradation Of The Molecule For Synthetic And Biological Studies.
    Doi:10.1016/s0040-4039(00)77473-9

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献

    参考标题:Total Synthesis Of Rapamycin Via A Novel Titanium-Mediated Aldol Macrocyclization Reaction
    作者:Cheryl M. Hayward,Daniel Yohannes,Samuel J. Danishefsky |发布日期:1993.10

    合成参考文献

    合成方法参考DOI号:10.1016/S0040-4039(00)77473-9
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