56-99-5Relevant articles and documents
Practical and efficient utilisation of (R)-3-chloro-1,2-propanediol in synthesis of L-carnitine
Yang, Yunxu,Wang, Weili,Wumaier, Aikeremu,Sheng, Ruilong,Zhang, Xuetao,Zhang, Tianyi
scheme or table, p. 371 - 372 (2011/10/09)
As a by-product originating from Salen Co(III) catalysed hydrolytic kinetic resolution (HKR) of (±)-epichlorohydrin in the manufacturing procedure of L-Carnitine, (R)-3-chloro-1,2-propanediol was utilised as a starting chiral material to prepare via key nitrile intermediates and by a final hydrolysis L-Carnitine. The new synthetic approach demonstrated an efficient utilisation of the by-product.
Process for preparing optically active carnitine ester
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, (2008/06/13)
A process for preparing an optically active carnitine ester represented by formula (I): wherein R represents a lower alkyl group; and X represents a halogen atom, is disclosed, comprises asymmetrically hydrogenating a γ-trimethylammonium-3-oxobutanoic ester halide represented by formula (II): wherein R and X are as defined above, in the presence of a ruthenium-optically active phosphine complex as a catalyst. An optically active carnitine ester of any desired isomerism can be obtained through simple operation in high yield at high optical purity. The substrate used is easily available.
Process for preparing carnitine
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, (2008/06/13)
A process for preparing carnitine which comprises asymmetrically hydrogenating a γ-halogeno-β-keto ester represented by formula (I): STR1 wherein X represents a chlorine atom or a bromine atom; and R represents a lower alkyl group, in the presence of a ruthenium-optically active phosphine complex represented by formula (II), (III) or (IV): wherein L represents 2,2'-bis(di-p-R1 -phenylphosphino)- 1,1'-binaphthyl of formula (III): STR2 wherein R1 represents a hydrogen atom, a methyl group, or a t-butyl group; R2 represents a lower alkyl group or a trifluoromethyl group; and X is as defined above, as a catalyst at a temperature of from 70° to 150° C. to obtain an optically active alcohol represented by formula (VI): STR3 wherein X and R are as defined above, and then reacting the optically active alcohol as obtained with trimethylamine without isolation, is disclosed.