Chemoenzymatic synthesis of the taxol C-13 side chain N-benzolyl

Details Chemoenzymatic synthesis of the taxol C-13 side chain N-benzolyl Chemoenzymatic synthesis of the taxol C-13 side chain N-benzolyl

1995-08-23

2000-02-01

Marx, Irene

Chemistry: molecular biology and microbiology

Micro-organism, tissue cell culture or enzyme using process...

Preparing heterocyclic carbon compound having only o, n, s,...

435280, 435116, C12P 1306, C12P 1702

Patent

active

060201746

ABSTRACT:
(2R,3S)- and (2S,3R)-enantiomers of trans-.beta.-phenylglycidic esters, prepared by lipase-mediated enantioselective transesterification, are used for the synthesis of the taxol C-13 side chain with good yield.

REFERENCES:
patent: 4471130 (1984-09-01), Katsuki
patent: 4732853 (1988-03-01), Whitesides
Denis, J-N et al., "An Efficient, Enantio selective Synthesis of the Taxol Side Chain," J. Org. Chem., vol. 51, pp. 46-50, 1986.
Denis, J. N. et al., "An Improved Synthesis of the Taxol Side Chain an v) RP56976", J. Org. Chem., vol. 55, pp. 1957-1959, 1990.
Deng et al., "A Practical, Highly Enantioselective Synthesis of the Taxol Side Chain via Asymmetric Catalysis", J. Org. Chem., vol. 57, pp. 4320-4323, 1992.
Bianchi, D. et al., "Enzymatic Resolution of 2.3 epodyalcohols . . . Phermona", Tetrahedron Letters, vol. 29, No. 20, pp. 2455-2458, 1988.
Wang, Y et al., "Lepae--Catalyzed Irreversial Transesterifications . . . organometallic", vol. 110, pp. 7200-7205, 1988.

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