Total synthesis of erbstatin analogs

Details Total synthesis of erbstatin analogs Total synthesis of erbstatin analogs

1990-11-02

1992-07-14

Dees, Jose G.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

564219, 562445, 560 40, C07C23318, C07C 69017, C07C23323

Patent

active

051304724

ABSTRACT:
The present invention relates to a new process for the preparation of Erbstatin and Erbstatin analogs, which can be represented by the following formula (I) ##STR1## wherein R is hydrogen, a lower alkyl or a lower alkanoyl group;

REFERENCES:
patent: 3056790 (1962-10-01), Cannon
Mulzer et al., Angew. Chem. Int. Ed. 16, pp. 255-256 (1977).
Mulzer et al., "The Decarboxylative Dehydration of 3-Hydroxylcarboxylic Acids with Dimethylformamide-dimethylacetal-Evidence for a Zwitterionic Intermediate", Tetrahedron Letters No. 21, pp. 1909-1912, 1979, Great Britain.
Shaw et al., "Stereochemistry of the .beta.-Phenylserines: Improved Preparation of Allophenylserine", J. Am. Chem. Soc. 75, pp. 3421-3424, 1953, Ames, Iowa.
McOmie et al., "Demethylation of Aryl Methyl Ethers by Boron Tribromide", Tetrahedron, vol. 74, pp. 7789-7797, Sep. 1967, Great Britain.

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