CAS: 132127-34-5; (3R,4S)-3-Hydroxy-4-Phenylazetidin-2-One

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(3R-Cis)-3-Acetyloxy-4-Phenyl-2-Azetidinone置于碳酸氢钠,Sodium Carbonate体系中,用82%的收率获得(3R,4S)-3-羟基-4-苯基-2-氮杂环丁酮
参考文献:A New Synthetic Route To (3R,4S)-3-Hydroxy-4-Phenylazetidin-2-One As A Taxol Side Chain Precursor
标题:A New Synthetic Route To (3R,4S)-3-Hydroxy-4-Phenylazetidin-2-One As A Taxol Side Chain Precursor
摘要:A New Synthetic Route To (3R,4S)-3-Hydroxy-4-Phenylazetidin-2-One An Important Precursor For The Paclitaxel Side Chain,Has Been Developed Using Intramolecular Cyclization Of N-(P-Methoxyphenyl) (2S,3R)-2-Acetoxy-3-Bromo-3-Phenylpropionamide Which Can Be Easily Obtained By Catalytic Asymmetric Dihydroxylation Of N-(P-Methoxyphenyl)-Trans-Cinnamide,Followed By Bromoacetylation. (C) 1998 Elsevier Science Ltd. All Rights Reserved.
Doi:10.1016/s0957-4166(98)00049-4

专利信息

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-5300638-A
优先权日:1991-07-31
标题:Asymmetric synthesis of taxol side chain
发明人：FARINA VITTORIO; HAUCK SHEILA I
权利人:BRISTOL MYERS SQUIBB CO
摘要:The present invention relates to a process for the preparation of (3R, 4S)-3-hydroxy-4-phenyl-2-azetidinone derivatives which are useful intermediates in the synthesis of taxol from baccatin III, said process comprises reacting an acyloxyacetyl halide with an imine derived from L-threonine; and to compounds of formula (III) which are produced in said process: ##STR1## wherein Ar is phenyl; R 1 is hydrogen, an acyl radical of a carboxylic acid, or a carbonic acid ester radical; R 2 is hydrogen or a carboxy protecting group; and R 3 is hydrogen or a hydroxy protecting group.

专利号:US-5015744-A
优先权日:1989-11-14
标题:Method for preparation of taxol using an oxazinone
发明人：HOLTON ROBERT A
权利人:UNIV FLORIDA STATE
摘要:Process for the preparation of a taxol intermediate comprising contacting an alcohol with an oxazinone having the formula: wherein R1 is aryl, substituted aryl, alkyl, alkenyl, or alkynyl; R2 is hydrogen, ethoxyethyl, 2,2,2-trichloroethoxymethyl or other hydroxyl protecting group; and R3 is aryl, substituted aryl, alkyl, alkenyl, or alkynyl; the contacting of said alcohol and oxazinone being carried out in the presence of a sufficient amount of an activating agent under effective conditions to cause the oxazinone to react with the alcohol to form a beta -amido ester which is suitable for use as an intermediate in the synthesis of taxol.

专利号:US-7541458-B2
优先权日:2005-06-10
标题:β-lactam synthesis
发明人：VU PHONG; HOLTON ROBERT A
权利人:UNIV FLORIDA STATE RES FOUND
摘要:The present invention is directed to a process for the preparation of β-lactams. Generally, an imine is cyclocondensed with a ketene acetal or enolate to form the β-lactam product in a “one pot†synthesis, this process is generally performed at a higher temperature than conventional processes.

专利号:JP-H05201969-A
优先权日:1991-07-31
标题:Asymmetric synthesis of taxol side chain

专利号:CN-1069028-A
优先权日:1991-07-31
标题 :Asymmetric Synthesis of Taxol Side Chain