CAS: 131685-53-5; (R)-(-)-4-Benzyl-3-Propionyl-2-Oxazolidinone

结构式图片

相似化合物

101711-78-8 143868-89-7 145589-03-3

上下游产品

(S)-4-Benzyl-2-oxazolidinone propionyl chloride propionic acid propionic acid anhydride -3-(-3-hydroxy-2-methyl-1-oxo-5-phenyl-4-penteyl)-4-(phenylmethyl)-2-oxazolidinone3(2S,3R,4E),4S-3-(-3-hydroxy-2-methyl-1-oxo-5-phenyl-4-penteyl)-4-(phenylmethyl)-2-oxazolidinone (S)-4-benzyl-3-((R,E)-2-methyl-5-phenylpent-4-enoyl)oxazolidin-2-one (4S,2'R)-3-(3'-(benzyloxy)-2'-methylpropanoyl)-4-benzyl-1,3-oxazolidin-2-one -3--4-benzyl-2-oxazolidinone3(2S,3R)4S-3-3-hydroxy-2-methyl-6-heptenoyl-4-benzyl-2-oxazolidinone

合成工艺路线路线简述

    (4R)-3-[(2R)-2-甲基-1-氧代丁基]-4-(苯基甲基)-2-恶唑烷酮置于锂硼氢,正丁基锂体系中,用 四氢呋喃,甲醇,乙醚 用作溶剂,化学反应 3.83H,反应生成(R)-(-)-4-苄基-3-丙酰基-2-恶唑烷酮
    参考文献:4-羟基-2-吡啶酮生物碱的集体合成及其抗增殖活性
    标题:4-羟基-2-吡啶酮生物碱的集体合成及其抗增殖活性
    摘要:已经实现了4-羟基-2-吡啶酮生物碱的集体合成,特别是pretenellin B,Prebassianin B,Farinosone A,Militarione D,Pyridovericin和torubibiellonec.关键步骤包括:使用战略收敛方法通过suzuki-Miyaura交叉偶联反应合成密集取代的吡啶酮关键中间体,通过吡啶酮中间体与同源醛的醛醇缩合形成目标分子的发散方法,以及利用全反式多烯骨架.有趣的是,其中的六个肿瘤细胞系研究,Torrubiellone下发现诱导对jurkat T细胞有效的和凋亡抑制活性与ic 50个的值7.05μ中号.因此,这种方法可能潜在地促进了生物活性小分子文库的合成以及药物的发现.
    Doi:10.1002/asia.201402466

    海关参考信息

    专利信息


    专利号:US-2004018598-A1
    优先权日:2000-05-30
    标题 :Bio-intermediates for use in the chemical synthesis of polyketides
    发明人:SANTI DANIEL; ASHLEY GARY; MYLES DAVID C
    摘要:The present invention relates to compounds made by a subset of modules from one or more polyketide synthase (“PKSâ€?) genes that are used as starting material in the chemical synthesis of novel molecules, particularly naturally occurring polyketides or derivatives thereof. The biologically derived intermediates (“bio-intermediatesâ€?) generally represent particularly difficult compounds to synthesize using traditional chemical approaches due to one or more stereocenters. In one aspect of the invention, an intermediate in the synthesis of epothilone is provided that feeds into the synthetic protocol of Danishefsky and co-workers. In another aspect of the invention, intermediates in the synthesis of discodermolide are provided that feed into the synthetic protocol of Smith and co-workers. By taking advantage of the inherent stereochemical specificity of biological processes, the syntheses of key intermediates and thus the overall syntheses of compounds like epothilone and discodermolide are greaty simplified.

    专利号:US-8513429-B2
    优先权日:2002-08-23
    标 题:Synthesis of epothilones, intermediates thereto and analogues thereof
    发明人:DANISHEFSKY SAMUEL J; RIVKIN ALEXEY; FUMIKIKO YOSHIMURA; CHOU TING-CHAO; GABARDA ANA E; DONG HUAJIN
    权利人:DANISHEFSKY SAMUEL J; RIVKIN ALEXEY; FUMIKIKO YOSHIMURA; CHOU TING-CHAO; GABARDA ANA E; DONG HUAJIN; SLOAN KETTERING INSITUTE FOR CANCER RES
    摘要:The present invention provides compounds of formula (I): n n n n n n n n n n n n as described generally and in classes and subclasses herein. The present invention additionally provides pharmaceutical compositions comprising compounds of formula (I) and provides methods of treating cancer comprising administering a compound of formula (I).

    专利号:US-7875638-B2
    优先权日:2002-08-23
    标题:Synthesis of epothilones, intermediates thereto, analogues and uses thereof
    发明人:DANISHEFSKY SAMUEL J; RIVKIN ALEXEY; YOSHIMURA FUMIHIKO; CHOU TING-CHAO; GABARDA ANA E; DONG HUAJIN; WU KAIDA; MOORE MALCOLM A S; DORN DAVID
    权利人:SLOAN KETTERING INST CANCER
    摘要:The present invention provides compounds of formula (I): n n n n n n n n n n n n as described generally and in classes and subclasses herein. The present invention additionally provides pharmaceutical compositions comprising compounds of formula (I) and provides methods of treating cancer comprising administering a compound of formula (I).

    专利号:US-8030503-B2
    优先权日:2007-05-11
    标题:Process for the preparation of epothilones
    发明人:CHEN YUE; LI YONG
    权利人:KOSAN BIOSCIENCES INC
    摘要:Intermediates in the preparation of epothilones and epothilone analogs are provided along with synthetic methods useful in the synthesis of epothilone compounds.

    专利号:US-7884128-B2
    优先权日:2005-10-13
    标题:Process for total synthesis of pladienolide B and pladienolide D
    发明人:KANADA REGINA MIKIE; ITO DAISUKE; SAKAI TAKASHI; ASAI NAOKI; KOTAKE YOSHIHIKO; NIIJIMA JUN
    权利人:EISAI R&D MAN CO LTD
    摘要:Process for producing compound of Formula: n nwherein P 2 , P 3 and R 2 are the same as defined below, characterized by comprising reacting a compound represented by Formula (7):n n nwherein P 3 means a protecting group for hydroxy group; and Het means a 1-phenyl-1H-tetrazol-5-yl group, with a compound represented by Formula (8):n n nwherein P 2 means a protecting group for hydroxy group; and R 2 means a phenyl group which may be substituted, in the presence of a base.

    专利号:US-2003176368-A1
    优先权日:2001-09-06
    标题:Synthesis of epothilones, intermediates thereto and analogues thereof
    发明人:DANISHEFSKY SAMUEL J; BISWAS KAUSTAV; CHAPPELL MARK; LIN HONG; NJARDARSON JON T; LEE CHUL BOM; RIVKIN ALEXY; CHOU TING-CHAO
    摘要:The present invention provides compounds of formula (I): n n n as described generally and in classes and subclasses herein. The present invention additionally provides pharmaceutical compositions comprising compounds of formula (I) and provides methods of treating cancer comprising administering a compound of formula (I).
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    合成参考文献


    摘要:Wang, X.; Hu, J., Science of Synthesis: Modern Strategies in Organofluorine Chemistry, (2025) 2.
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