CAS: 61478-28-2; (S,S)-Bppm

该化合物是一种手淫有机磷化合物,其特点是用多种二苯磷基和三丁基碳基保护组替代的旋律环环,其特征是其立体化学结构,特别是2S,4S)配置,这对其在非对称合成应用中的再活动与互动至关重要.二苯磷组的存在增强了其作为过渡性金属催化中的悬浮作用,特别是在对应选择性反应中.BOC组是一种保护性动物,允许在不干扰磷功能的情况下作出选择性反应.该化合物通常用于有机合成和催化,其独特的结构特征有助于其促进特定反应路径的功效.其稳定性和再活动可受到子组的电子和消化特性的影响,使其在开发新的合成方法中成为一种宝贵的工具.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

chloro-diphenylphosphine p-toluenesulfonyl chloride pyrrolidine(2S,4S)-N-(tert-butoxycarbonyl)-4-(p-toluenesulfonyloxy)-2-(p-toluenesulfonyloxy)methylpyrrolidine diphenylphosphane (2S,4S)-4-(diphenylphosphino)-2-[(diphenylphosphino)methyl]pyrrolidine (2S,3S)-N-(t-butoxycarbonyl)-4-diphenylphosphinyl-2-diphenylphosphinylmethylpyrrolidine (2S,3S)-4-dicyclohexylphosphinyl-2-dicyclohexylphosphinylmethylpyrrolidine -1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester(2S-cis)-4-(dicyclohexylphosphino)-2-(dicyclohexylphosphino)methyl-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester

合成工艺路线路线简述

    📜(4R)-4-羟基-L-脯氨酸盐酸盐置于lithium Aluminium Tetrahydride,氨,Sodium,三乙胺体系中,用 四氢呋喃,1,4-二氧六环,吡啶,水 作为反应溶剂,化学反应 49.5H,反应生成 (2S,4S)-4-二苯基膦-2-(二苯基膦甲基)-N-叔丁氧羰基-吡咯烷
    参考文献:Transition-Metal-Catalyzed Asymmetric Organic Synthesis Via Polymer-Attached Optically Active Phosphine Ligands. 5. Preparation Of Amino Acids In High Optical Yield Via Catalytic Hydrogenation
    标题:Transition-Metal-Catalyzed Asymmetric Organic Synthesis Via Polymer-Attached Optically Active Phosphine Ligands. 5. Preparation Of Amino Acids In High Optical Yield Via Catalytic Hydrogenation
    摘要:
    DOI:10.1021/jo00327A023

    海关参考信息

    专利信息


    专利号:US-4879389-A
    优先权日:1986-06-25
    标题:Chiral phosphinopyrrolidine compounds and their use for asymmetric synthesis of optically active compounds
    发明人:ACHIWA KAZUO
    权利人:ACHIWA KAZUO
    摘要:New chiral phosphinopyrrolidine compounds of the general formula: (I) or (I') wherein R1 is a hydrogen atom, -COR, -COOR, -CONHR or -SO2-R where R is an alkyl or aryl group, R2 and R3 each represents independently an aryl group which may have a substituent or substituents, and R4 and R5 each represents independently an aliphatic or cycloaliphatic hydrocarbyl group which may have a substituent or substituents, as well as the use of these compounds as ligand for a metal complex catalyst for asymmetric synthesis of optically active compounds. The new chiral phosphinopyrrolidine compounds are useful ligands which attain both of high optical yield and high reaction efficiency in catalytic asymmetric reduction.

    专利号:US-4985567-A
    优先权日:1988-03-07
    标题:Chiral phosphinopyrrolidine compounds and their use for asymmetric synthesis of optically active compounds
    发明人:ACHIWA KAZUO; TAKEDA HIDEO
    权利人:KAZUO ACHIWA; FUJI YAKUHIN KOGYO KK
    摘要:New chiral phosphinopyrrolidine compounds of the general formula: ##STR1## wherein R 1 is hydrogen or --COA 1 , --COOA 2 , --CONHA 3 , --SO 2 A 4 or --PO(A 5 ) 2 , A 1 , A 2 , A 3 , A 4 and A 5 each represents independently alkyl or aryl, R 2 is phenyl, di(lower-alkyl)aminophenyl, lower-alkoxyphenyl or 3,5-dimethyl-4-methoxyphenyl, and R 3 is phenyl, lower-alkylphenyl, di(lower-alkyl)aminophenyl, lower-alkoxyphenyl or 3,5-dimethyl-4-methoxyphenyl, with the proviso that R 2 and R 3 may not simultaneously by phenyl, p-di(lower-alkyl)-aminophenyl or p-lower-alkoxyphenyl, as well as the use of these compounds as ligand for a metal complex catalyst for asymmetric synthesis of optically active compounds. The new chiral phosphinopyrrolidine compounds are useful ligands which attain both of high optical yield and high reaction efficiency in catalytic asymmetric reduction.

    专利号:US-10745354-B2
    优先权日:2017-11-01
    标题 :Methods for enantioselective allylic alkylation of esters, lactones, and lactams with unactivated allylic alcohols
    发明人:STOLTZ BRIAN M; NGAMNITHIPORN AURAPAT; JETTE CARINA I; BACHMAN SHOSHANA; VIRGIL SCOTT C; LACKNER SEBASTIAN
    权利人:CALIFORNIA INST OF TECHN
    摘要:The present disclosure provides methods for enantioselective synthesis of cyclic and acyclic α-quaternary carboxylic acid derivatives via nickel-catalyzed allylic alkylation.

    专利号:US-6380416-B2
    优先权日:1997-06-13
    标题:Asymmetric synthesis catalyzed by transition metal complexes with rigid chiral ligands
    发明人:ZHANG XUMU
    权利人:PENN STATE RES FOUND
    摘要:This invention is to develop novel transition metal catalysts for the practical synthesis of important chiral molecules. The invention emphasizes asymmetric catalysis based on chiral bidentate phosphine ligands with cyclic ring structures which could be used to restrict conformational flexibility of the ligands and thus the efficiency of chiral transfer can be enhanced through the ligand rigidity.

    专利号:EP-1030854-B1
    优先权日:1997-11-12
    标题 :Catalysts for asymmetric synthesis containing rigid chiral ligands
    发明人:ZHANG XUMU
    权利人:PENN STATE RES FOUND
    摘要:This invention is to develop novel transition metal catalysts for the pratical synthesis of important chiral molecules. The invention emphasizes asymmetric catalysis based on chiral bidentate phosphine ligands with cyclic ring structures which could be used to restrict conformational flexibility of the ligands and thus the efficiency of chiral transfer can be enhanced through the ligand rigidity.

    专利号:US-5684185-A
    优先权日:1992-10-01
    标题 :Process for the stereoselective synthesis of 3-substituted 2-sulfonylmethylpropionic acids, and intermediate products
    发明人:BECK GERHARD; JENDRALLA JOACHIM-HEINER; KAMMERMEIER BERNHARD
    权利人:HOECHST AG
    摘要:Compounds of the formula I ##STR1## can be prepared in a multi-day process starting from the compounds of the formulae II and III n n R.sup.1 --SH, II n n ##STR2## where the substituents R 1 , R 2 and R 3 have the meanings given.

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献

    [参考文献]: Haruka Yonemoto, Et Al. Centroidalign-Web: A Fast And Accurate Multiple Aligner For Long Non-Coding Rnas. Int J Mol Sci. 2013 Mar 18;14(3):6144-56.

    合成参考文献


    摘要:Lautens, M., Science of Synthesis, (2001) 1, 1.
    摘要:O'Connor, J. M., Science of Synthesis, (2001) 1, 705.
    摘要:Chemler, S. R.; Zabawa, T. P., Science of Synthesis, (2007) 20, 1217.
    摘要:Chemler, S. R.; Zabawa, T. P., Science of Synthesis, (2007) 20, 1215.
    摘要:Garbaccio, R. M.; Wolkenberg, S. E., Science of Synthesis, (2007) 20, 1159.
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