CAS: 77876-39-2; (2S,4S)-Pentane-2,4-Diylbis(Diphenylphosphine)

该化合物是一种手性活性活性磷离子,并且广泛用于非对称催化. 它的硬性, 定义明确的(S, S)-立体化学能够使过渡性-金属催化反应,特别是氢化和交叉相交反应中具有高度的对应选择性. 离心骨和二苯磷(dibyphosphyno) 组为协调, 和等金属提供了最佳的静态和电子调试. 其C2-度结构加强了立体控制, 使得它对于合成制药和精美化学中的手介质具有价值. 离心机的空气稳定性和处理的方便性进一步促进了其在工业和学术环境中的效用. 它在不对称转化方面的一贯表现凸显了它在现代合成化学中的重要性.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

(2S,4S)-pentane-2,4-diyl bis-(4-methylbenzenesulfonate) sodium diphenylphosphide potassium diphenylphosphine triphenylphosphine (S,S)-2,4-bis(diphenylmethylphosphonium)pentane iodide

合成工艺路线路线简述

  • 1429893-62-8 + 829-85-6 + 869335-85-3 + 56198-29-9 = 77876-39-2 + 154635-18-4 + 96183-46-9
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 15 Min,0 °C; 30 Min,0 °C; 2 H,Rt; Rt -> 0 °C1.2 Solvents: Tetrahydrofuran; 30 Min,0 °C; 0 °C -> Rt; Overnight,Rt
    标题:Propylene Hydroformylation Processes Using Bisphosphine Ligands As Catalysts
    参考文献:World Intellectual Property Organization
📜(S,S)-Skewphos-Borane Complex置于三乙烯二胺体系中,用 甲苯 作为反应溶剂,化学反应 18.0H,反应生成 (2S,4S)-(-)-2,4-双(二苯基磷)戊烷
参考文献:Ni催化的n-(2-碘-芳基)丙烯酰胺的对映选择性还原芳氰化/环化
标题:Ni催化的n-(2-碘-芳基)丙烯酰胺的对映选择性还原芳氰化/环化
摘要:开发了 Ni/(S,S)-Bdpp 催化的n-(2-碘代芳基) 丙烯酰胺与 2-甲基-2-苯基丙二腈的分子内 Heck 环化反应,得到具有非常好对映选择性的羟吲哚.我们发现使用这种亲电子氰化试剂可以解决配位氰化物离子在不对称烯烃芳基氰化中的有害影响.
DOI:10.1039/d1Cc04996H

海关参考信息

专利信息


专利号:US-5827794-A
优先权日:1994-02-22
标 题 :Supported highly-polar liquid phase chiral sulfonated binap catalyst for asymmetric synthesis of optically active compounds
发明人:DAVIS MARK E; WAN KAM TO
权利人:CALIFORNIA INST OF TECHN
摘要:The present invention relates to water soluble chiral sulfonated 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl and its use as organometallic catalysts for asymmetric synthesis of optically active compounds. Asymmetric reactions of the present invention include those reactions in which organometallic catalysts are commonly used. Such reactions include, but are not limited to, reduction and isomerization reactions on unsaturated substrates and carbon--carbon bond forming reactions. Examples of such reactions include, but are not limited to, hydrogenation, hydroboration, hydrosilylation, hydride reduction, hydroformylation, alkylation, allylic alkylation, arylation, alkenylation, epoxidation, hydrocyanation, disilylation, cyclization and isomerization reactions. n The catalysts of the present invention provide the advantage of functioning in the presence of water without loss in enantioselectivity relative to the nonsulfonated BINAP catalyst in an organic solvent. As a result, the catalysts of the present invention may be employed in water, water miscible solvents, in aqueous--organic two phase solvent systems and in supported aqueous phase catalysts in organic solvents without loss in enantioselectivity. Further, the catalysts of the present invention may also be effectively employed in highly polar solvents such as primary alcohols and ethylene glycol. n The present invention also relates to a method for conducting asymmetric reactions on prochiral unsaturated bonds contained within a compound using the water soluble chiral sulfonated 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl organometallic catalysts of the present invention.

专利号:US-8410320-B2
优先权日:2010-12-07
标 题 :Method for synthesis of secondary alcohols
发明人:CHENG CHIEN-HONG; KARTHIKEYAN JAGANATHAN; HUANG PANG-CHI
权利人:CHENG CHIEN-HONG; KARTHIKEYAN JAGANATHAN; HUANG PANG-CHI; NAT UNIV TSING HUA
摘要:A method for synthesis of secondary alcohols is provided for pharmaceutical secondary alcohol by addition of organoboronic acids with aldehydes in presence of the cobalt ion and bidentate ligands as the catalyst. In addition, an enantioselective synthesis method for secondary alcohols is also herein provided in the present invention. The present invention has advantages in using less expensive cobalt ion and commercially available chiral ligands as the catalyst, wide scope of organoboronic acids and aldehydes compatible with this catalytic reaction and achieving excellent yields and/or enantiomeric excess.

专利号:US-2022041595-A1
优先权日:2020-07-28
标 题 :Chiral synthesis of fused bicyclic raf inhibitors
发明人:BELFIELD ANDREW; HAWKINS NEIL; GLOSSOP STEVEN CHRISTOPHER; MARGATHE JEAN-FRANÇOIS; JONES CLIFFORD DAVID; COLLETTO CHIARA
权利人:JAZZ PHARMACEUTICALS IRELAND LTD
摘要:The present disclosure generally relates to improved synthesis of fused bicyclic Raf inhibitor enantiomers of formula (I), (Ia), (Ib), (II), (IIa), or (IIb), or a pharmaceutically acceptable salt, tautomer, or stereoisomer thereof, with high enantiomeric excess (% ee). The disclosure also relates to method of using the compound of formula (I), (Ia), (Ib), (II), (IIa), or (IIb), or a pharmaceutically acceptable salt, tautomer, or stereoisomer thereof, for treating diseases such as cancer, including colorectal cancer.

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-5780692-A
优先权日:1995-12-28
标 题:Process for producing optically active benzhydrol compounds
发明人:SAKAGUCHI MINZO; IMAI TAKASHI; MIURA TAKASHI; YAMAZAKI TETSURO
权利人:TAKASAGO PERFUMERY CO LTD
摘要:A process for producing a benzhydrol compound (II) which comprises hydrogenating a benzophenone compound (I) in the presence of a hydrogenation catalyst consisting of a transition metal complex, a base and an optically active diamine compound: (I) (II) wherein R1 to R10 each represents H, OH, C1-4 alkyl, C1-4 alkoxy, C1-4 alkanoyl, etc., R2 and R3, and R8 and R9 may form -CH=CH-CH=CH-, or any two of R1 to R9 adjacent to each other may be bonded to thereby form -OCH2O- or -(CH2)3-. By using this process, optically active benzhydrol compounds which have a high purity and are useful as, for example, intermediates in the synthesis of drugs can be produced by simple procedures.

专利号:US-10336737-B2
优先权日:2017-06-20
标题 :Metal catalyzed dearomative 1,2-carboamination
发明人:SARLAH DAVID; HERNANDEZ LUCAS WILLIAM; POSPECH JOLA
权利人:UNIV ILLINOIS
摘要:Described herein is the development of an arenophile-mediated, nickel-catalyzed dearomative trans-1,2-carboamination protocol. A range of readily available aromatic compounds was converted to the corresponding dienes using Grignard reagents as nucleophiles. This strategy provided products with exclusive trans-selectivity and high enantioselectivity was observed in case of benzene and naphthalene. The utility of this methodology was showcased by controlled and stereoselective preparation of small, functionalized molecules. n A concise synthesis of (+)-pancratistatin and (+)-7-deoxypancratistatin from benzene using an enantioselective, dearomative carboamination strategy has been achieved. This approach, in combination with the judicious choice of subsequent olefin-type difunctionalization reactions, permits rapid and controlled access to a hexasubstituted core. Finally, minimal use of intermediary steps as well as direct, late stage C-7 hydroxylation provides both natural products in six and seven operations.

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品牌试剂参考报价(招募中)

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✅ COA系统入驻 | 共享模式

主要参考文献

参考标题:Catalytic Enantioselective Synthesis Of Cyclobutenes From Alkynes And Alkenyl Derivatives
作者:Mahesh M. Parsutkar,Vinayak Vishnu Pagar,T. V. Rajanbabu |发布日期:2019.9.25
摘要:Compounds From Readily Available Precursors, Using Scalable And Environmentally Benign Chemistry, Can Greatly Impact Their Design, Synthesis And Eventually Manufacture On Scale. Functionalized Cyclobutanes And Cyclobutenes Are Important Structural Motifs Seen In Many Bioactive Natural Products And Pharmaceutically Relevant Small Molecules. They Are Also Useful Precursors For Other Classes Of Organic Compounds

合成参考文献


摘要:Llopis, Q.; Ayad, T.; Phansavath, P.; Ratovelomanana-Vidal, V., Science of Synthesis: Catalytic Reduction in Organic Synthesis, (2018) 2, 154.
摘要:Kubota, K.; Ito, H., Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis, (2019) 1, 236.
摘要:André-Joyaux, E.; Gnägi, L.; Meléndez, C.; Soulard, V.; Renaud, P., Science of Synthesis, (2021) , 439.
摘要:Yoshida, H., Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis, (2019) 1, 32.
摘要:Li, H.; Wang, Y.; Liu, Q., Science of Synthesis: Base-Metal Catalysis, (2023) 2, 523.
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