合成目标产物 2,2,2-Trichloroethyl Chloroformate 主要起始原料 Phosgene And Trichloroethanol
(文献来源)合成步骤主要原料 Phosgene 和 Trichloroethanol
2,2,2-Trichloroethyl Ethylsulfanylformate置于磺酰氯体系中,用 1,2-二氯乙烷 用作溶剂,化学反应生成氯甲酸-2,2,2-三氯乙酯 参考文献:O-Chlorocarbonylation Of β-Nitroalcohols And 2,2,2-Trihaloethanols Viao-Alkyls-Ethyl Thiocarbonates 标题:O-Chlorocarbonylation Of β-Nitroalcohols And 2,2,2-Trihaloethanols Viao-Alkyls-Ethyl Thiocarbonates 摘要: Doi:10.1055/s-1979-28774
专利号:US-8350031-B2 优先权日:2008-06-02 标 题:Processes for the synthesis of levocetirizine and intermediates for use therein 发明人:RAO DHARMARAJ RAMACHANDRA; KANKAN RAJENDRA NARAYANRAO; GHAGARE MARUTI; CHIKHALIKAR SANDIP VASANT 权利人:CIPLA LTD; RAO DHARMARAJ RAMACHANDRA; KANKAN RAJENDRA NARAYANRAO; GHAGARE MARUTI; CHIKHALIKAR SANDIP VASANT 摘要:The present invention provides a compound of formula (IV) n nwherein R is Cl, Br, NO 2 , OH or OR′, and R′ is alkyl, and its use in the synthesis of levocetirizine, including its use in the synthesis of (−)-1-[(4-chlorophenyl)-phenylmethyl]piperazine, an intermediate useful in the synthesis of levocetirizine. The present invention also provides compounds (II) and (III) which are useful in the synthesis of compound (IV).
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-8293930-B1 优先权日:2004-06-25 标题 :One pot synthesis of taxane derivatives and their conversion to paclitaxel and docetaxel 发明人:NAIDU RAGINA 权利人:NAIDU RAGINA; CHATHAM BIOTEC LTD 摘要:A process is provided for the semi-synthesis of taxane intermediates useful in the preparation of paclitaxel and docetaxel, in particular, the semi-synthesis of protected taxane intermediate in a one pot reaction of protecting the C-7 and C-10 positions and attaching a side chain at the C-13 position and subsequently deprotecting the group to form paclitaxel or docetaxel, and taxane intermediates.
专利号:US-2006287520-A1 优先权日:2005-05-16 标 题 :Synthesis of salinosporamide A and analogues thereof 发明人:DANISHEFSKY SAMUEL J; ENDO ATSUSHI 权利人:DANISHEFSKY SAMUEL J; ENDO ATSUSHI 摘要:A novel synthesis of salinosporamide A is provided. Salinospoamide A as well as structurally related natural products, omuralide and lactacystin, have been shown to be proteasome inhibitors. Therefore, these compounds as well as analogues of these natural products may be useful in the treatment of proliferative diseases such as cancer, autoimmune diseases, diabetic retinopathy, etc. The invention provides for the synthesis of salinosporamide A as well as analogs thereof using a convenient point for derivatization of the bicyclic core. Pharmaceutical compositions and method of using the inventive compounds are also provided.
专利号:US-4384127-A 优先权日:1981-04-08 标 题:Process for synthesis of optically pure prostaglandin E2 and analogs thereof 发明人:FUCHS PHILLIP L 权利人:PURDUE RESEARCH FOUNDATION 摘要:The invention comprises a multi-step synthesis of l(-) prostaglandin E 2 . The special features of the synthesis include: (1) a triply-convergent conjugate-addition and alkylation reaction involving the 1,4-addition of a chiral vinyl lithium reagent to a chiral vinylsulfone to produce a sulfone-stabilized anion. This anion is alkylated in situ to produce the basic prostaglandin skeleton structure, which is then subjected to (2) an efficient peracid oxidation of a secondary amine to a β-silyloxy oxime; and (3) an alkali-catalyzed 1,4-elimination of an α-sulfonyl oxime to produce a vinyl nitroso intermediate. This intermediate is treated with borohydride to give a stereospecific 1,4-reduction which yields the bis-silyloxy oxime of l(-)PGE 2 . Hydrolysis of the oxime, with concurrent cleavage of the silyloxy protecting groups, affords l(-)PGE 2 .
专利号:US-7893283-B2 优先权日:2004-06-04 标题:Semi-synthesis of taxane intermediates and their conversion to paclitaxel and docetaxel 发明人:NAIDU RAGINA 权利人:CHATHAM BIOTEC LTD 摘要:A process is provided for the semi-synthesis of taxane intermediates useful in the preparation of paclitaxel and docetaxel, in particular, the semi-synthesis of protected taxane intermediates.
[参考文献]: A Dasgupta, Et Al. A Rapid Novel Derivatization Of Amphetamine And Methamphetamine Using 2,2,2-Trichloroethyl Chloroformate For Gas Chromatography Electron Ionization And Chemical Ionization Mass Spectrometric Analysis. Am J Clin Pathol. 1998 May;109(5):527-32. [参考文献]: A Dasgupta, Et Al. Gas Chromatographic-Mass Spectrometric Identification And Quantification Of Aniline After Extraction From Serum And Derivatization With 2,2,2-Trichloroethyl Chloroformate, A Novel Derivative. J Chromatogr B Biomed Sci Appl. 1998 Sep 25;716(1-2):354-8. [参考文献]: A M Crider, Et Al. Convenient Synthesis Of 6-Nor-9,10-Dihydrolysergic Acid Methyl Ester. J Pharm Sci. 1981 Dec;70(12):1319-21. [参考文献]: Fei Li, Et Al. [参考文献]: Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi. 2011 Jan;29(1):38. [参考文献]: Giampietro Frison, Et Al. Characterization Of The Designer Drug Bk-2C-B (2-Amino-1-(Bromo-Dimethoxyphenyl)Ethan-1-One) By Gas Chromatography/mass Spectrometry Without And With Derivatization With 2,2,2-Trichloroethyl Chloroformate, Liquid Chromatography/high-Resolution Mass Spectrometry, And Nuclear Magnetic Resonance. Rapid Commun Mass Spectrom. 2015 Jul 15;29(13):1196-204.
合成参考文献
摘要:Hardman-Baldwin, A. M.; Mattson, A. E., Science of Synthesis Knowledge Updates, (2017) 1, 237. 摘要:Trofimova, A.; Sirvinskas, M.; Yudin, A. K., Science of Synthesis Knowledge Updates, (2021) 2, 97. 摘要:Ochoa, C. I.; Tambar, U. K., Science of Synthesis Knowledge Updates, (2020) 2, 315. 摘要:Burns, N. Z.; Jacobsen, E. N., Science of Synthesis: Stereoselective Synthesis, (2011) 2, 830. 摘要:Gong, T.-J.; Ahmed, E.-A. M. A.; Fu, Y., Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis, (2019) 1, 459.