CAS: 2217-15-4; Diisopropyl (2R,3R)-2,3-Dihydroxysuccinate

该化合物是源自L-tarataric酸的手性酯,在非对称合成中广泛用作溶剂和手性辅助剂,其高对应纯度和稳定性使光活化合物的制备,特别是在制药和精细化学应用中具有价值.二异丙基酯组增加有机溶剂的溶性,促进其在催化系统和立体选择性反应中的使用.其硬性凝固骨能确保立体化学控制的一致性,使其成为合成途径中诱导手性的首选.该化合物还被用于金属催化变异剂设计中,提供了对应选择性过程的可靠性能.

结构式图片

相似化合物

62961-64-2 117384-45-9 117384-46-0

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

CAS号87-91-2 L-(+)-酒石酸二乙酯 | CAS号67-63-0 异丙醇 | CAS号1061180-99-1 (4R,5R)-diisopr... | CAS号18680-27-8 (1S,2S,3R,5S)-(... | CAS号504-63-2 1,3-丙二醇 | CAS号126-30-7 新戊二醇(NPG) | CAS号24892-49-7 2,4-二甲基-2,4-戊二醇 | CAS号111-42-2 二乙醇胺 | CAS号2160-93-2 叔丁基二乙醇胺 | CAS号76-09-5 频哪醇 | CAS号60894-97-5 (4R)-ipsdienol | CAS号35628-00-3 2-甲基-6-次甲基-2,7-... | CAS号83540-97-0 D-苹果酸二异丙酯 | CAS号69036-26-6 1-环己基-3-丁烯-1-醇 | CAS号100-49-2 环己基甲醇 | CAS号130678-42-1 (+)-二异丙基-O,O-双(... | CAS号1061180-99-1 (4R,5R)-diisopr... | CAS号24347-58-8 (2R,3R)-(-)-2,3-丁二醇

合成工艺路线路线简述

  • 合成目标产物 (+)-Diisopropyl L-Tartrate 主要起始原料 L(+)-Diethyl L-Tartrate And Isopropyl Alcohol
  • (文献来源)合成步骤主要原料 L(+)-Diethyl L-Tartrate 和 Isopropyl Alcohol
L-(+)-酒石酸二乙酯,异丙醇置于indium,碘体系中,化学反应 7.0H,以87%的收率获得l-(+)-酒石酸二异丙酯
参考文献:三碘化铟催化的简单高效的酯交换反应程序.
标题:三碘化铟催化的简单高效的酯交换反应程序.
摘要:
Doi:10.1021/jo980157Y

海关参考信息

专利信息


专利号:US-4489206-A
优先权日:1983-05-13
标 题:Synthesis of (+)-4-demethoxydaunomycinone
发明人:CAVA MICHAEL P; DOMINGUEZ DOMINGO
权利人:ADRIA LAB INC
摘要:It has been found that stereospecific R(-)-4-demethoxy-7-deoxydaunomycinone can be synthesized from the known compound 4-demethoxy-7,9-dideoxydaunomycinone. R(-)-4-Demethoxy-7-deoxy-daunomycinone is an intermediate in the synthesis of (+)-4-demethoxydaunomycinone, the aglycone of the nonnaturally occurring and antitumor active (-)7(S)9(S)-4-demethoxydaunorubicin.

专利号:US-5112990-A
优先权日:1988-05-26
标 题 :Ruthenium-catalyzed production of cyclic sulfates
发明人:SHARPLESS K BARRY; GAO YUN
权利人:MASSACHUSETTS INST TECHNOLOGY
摘要:A ruthenium catalyzed method to synthesize cyclic sulfate compounds from the corresponding cyclic sulfites, and the cyclic sulfate reaction products obtained by this method. These cyclic sulfates further react with selected nucleophiles to give various substituted products. The method is an efficient means for the synthesis of chiral building blocks from tartaric acid enantiomers in high yields using an overall two-stage, one-pot reaction procedure. The chiral compounds can be transformed by nucleophilic reactions into chiral building blocks useful for the synthesis of natural biologically active products, such as antibiotics and pheromones.

专利号:US-8236976-B2
优先权日:2004-03-09
标 题 :Processes for highly enantio- and diastereoselective synthesis of acyclic epoxy alcohols and allylic epoxy alcohols
发明人:WALSH PATRICK; LURAIN ALICE E; KELLY ANN R; MAESTRI AARON G
权利人:WALSH PATRICK; LURAIN ALICE E; KELLY ANN R; MAESTRI AARON G; UNIV PENNSYLVANIA
摘要:The inventive subject matter relates to novel processes for making an epoxy alcohol from an aldehyde, comprising the steps of: (a) adding (i) an organozinc compound or (ii) divinylzinc compound and an diorganozinc compound to said aldehyde in the presence of a first catalyst to form an allylic alkoxide compound; and (b) epoxidizing said allylic alkoxide compound in the presence of an oxidant and a second catalyst.

专利号:US-8642798-B2
优先权日:2004-12-07
标 题:Silacycle compounds and methods of use thereof
发明人:LEIGHTON JAMES LINCOLN; BERGER RICHARD; SHIRAKAWA SEIJI; NOTTE GREGORY T
权利人:LEIGHTON JAMES LINCOLN; BERGER RICHARD; SHIRAKAWA SEIJI; NOTTE GREGORY T; TRUSTEE OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK
摘要:The present invention relates to a diastereomeric mixture of Silacycle Compounds and methods for using the diastereomeric mixture of Silacycle Compounds for stereoselective synthesis.

专利号:US-7968736-B2
优先权日:2002-09-06
标 题:Analogs of discodermolide and dictyostatin-1, intermediates therefor and methods of synthesis thereof
发明人:CURRAN DENNIS P; SHIN YOUSEUNG; CHOY NAKYEN; DAY BILLY W; BALACHANDRAN RAGHAVAN; MADIRAJU CHARITHA; TURNER TIFFANY
权利人:UNIV PITTSBURGH & MDASH OF THE COMMONWELTH SYSTEMS OF HIGHER EDUCATION
摘要:A compound of the following structure: n n n n n n n n n n wherein R 1 is H, an alkyl group, an aryl group, an alkenyl group, an alkynyl group, or a halogen atom; n R 2 is H, an alkyl group, an aryl group, a benzyl group, a trityl group, —SiR a R b R c , CH 2 OR d , or COR e ; n R a , R b and R c are independently an alkyl group or an aryl group; n R d is an alkyl group, an aryl group, an alkoxylalkyl group, —R i SiR a R b R c or a benzyl group, wherein R i is an alkylene group; n R e is an alkyl group, an allyl group, a benzyl group, an aryl group, an alkoxy group, or —NR g R h , wherein R g and R h are independently H, an alkyl group or an aryl group; n R 3 is (CH 2 ) n where n is and integer in the range of 0 to 5, —CH 2 CH(CH 3 )—, —CHâ•?CH—, —CHâ•?C(CH 3 )—, or —C≡C—; n R 4 n n n n n n n n n n n n  wherein y1 and y2 are 1 and y3, y4 and y5 are independently 0 or 1, R k1 , R k2 , R k3 , R k4 and R k5 are independently H, CH 3 , or OR 2a , and R s1 , R s2 , R s3 , and R s4 are independently H or CH 3 , wherein R 2a is H, an alkyl group, an aryl group, a benzyl group, a trityl group, —SiR a R b R c , CH 2 OR d , or COR e ; and n R 5 is H or OR 2b , wherein R 2b is H, an alkyl group, an aryl group, an aryl group,a benzyl group, a trityl group, —SiR a R b R c , CH 2 OR d , or COR e .

专利号:US-2025288549-A1
优先权日:2022-04-29
标 题:Synthetic process for production of lipoxin b4 and analogues thereof
发明人:REED MARK ANDREW; BROWN CARLA; LEE CHIEN-HSUN FRANK; NIELSEN ALEXANDER JAMES; SIVAK JEREMY
权利人:UNIV HEALTH NETWORK
摘要:The present application provides a synthetic process for production of lipoxin B4 and analogues thereof, which is modular and scalable, thus permitting synthesis of large quantities of LXB 4 and analogues thereof, including radiolabeled analogues. Also provided are intermediate compounds that are useful in the synthetic process for production of lipoxin B4 and analogues thereof.
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主要参考文献


1: Al Azzam KM, Abdallah HH, Halim HN, Ahmad MA, Shaibah H. Host-Guest Inclusion Complexes between Amlodipine Enantiomers in the Biphasic Recognition Chiral Extraction System using Tartaric Acid and β-Cyclodextrin Derivatives as Positive Confirmation by using their Enantioselective Extraction. Sci Pharm. 2015 Jun 22;83(4):683-98. doi: 10.3797/scipharm.1501-15. Print 2015 Oct-Dec.
2: Prakash L, Himaja M, Vasudev R. Isolation, Identification, and Characterisation of Degradation Products and the Development and Validation of a Stability-Indicating Method for the Estimation of Impurities in the Tolterodine Tartrate Formulation. Sci Pharm. 2014 Sep 8;83(1):65-83. doi: 10.3797/scipharm.1407-18. Print 2015 Jan-Mar.
3: Isoda M, Sato K, Tokura Y, Tarui A, Omote M, Ando A. Asymmetric reductive aldol-type reaction with carbonyl compounds using dialkyl tartrate as a chiral ligand. Chem Pharm Bull (Tokyo). 2014;62(10):956-61. doi: 10.1002/chem.201302889. Epub 2014 Jan 8. doi: 10.1016/j.jpba.2013.12.007. Epub 2013 Dec 15. doi: 10.3762/bjoc.9.301. eCollection 2013.

合成参考文献


摘要:Matsumoto, K.; Katsuki, T.; Arends, I. W. C. E., Science of Synthesis: Stereoselective Synthesis, (2011) 1, 73.
摘要:Matsumoto, K.; Katsuki, T.; Arends, I. W. C. E., Science of Synthesis: Stereoselective Synthesis, (2011) 1, 76.
摘要:Matsumoto, K.; Katsuki, T.; Arends, I. W. C. E., Science of Synthesis: Stereoselective Synthesis, (2011) 1, 77.
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