Process for preparing homocystein analogs useful as intermediate

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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560125, C07C38100

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active

056167750

ABSTRACT:
Homocysteine analogs of the formula ##STR1## wherein P.sub.1 is a nitrogen protecting group and R.sub.6 is alkyl, substituted alkyl or benzyl are prepared by esterifying N-protected L-methionine, oxidizing, treating the resulting sulfoxide with an acid anhydride, treating the resulting product with an alkali metal hydroxide followed by removal of formaldehyde and the treatment with an acid anhydride or acid halide. The L-homocysteine analogs are useful as intermediates in the preparation of compounds containing a fused bicyclic ring.

REFERENCES:
patent: 3856798 (1974-12-01), Meyer et al.
patent: 3879372 (1975-04-01), Boesten
patent: 4105776 (1978-08-01), Ondetti et al.
patent: 4186200 (1980-01-01), Kubo et al.
patent: 4192945 (1980-03-01), Ondetti
patent: 4225495 (1980-09-01), Ondetti
patent: 4337201 (1982-06-01), Petrillo
patent: 4339600 (1982-07-01), Ondetti et al.
patent: 4346089 (1982-08-01), Hadley et al.
patent: 4374829 (1983-02-01), Harris et al.
patent: 4415496 (1983-11-01), Harris et al.
patent: 4432971 (1984-02-01), Karanewsky et al.
patent: 4432972 (1984-02-01), Karanewsky et al.
patent: 4460579 (1984-07-01), Karanewsky et al.
patent: 4584294 (1986-04-01), Ruyle
patent: 4617301 (1986-10-01), Patchett et al.
patent: 4711884 (1987-12-01), Karanewsky
patent: 4722810 (1988-02-01), Delaney et al.
patent: 4749688 (1988-06-01), Haslanger et al.
patent: 4801609 (1989-01-01), Haslanger et al.
patent: 4873235 (1989-10-01), Parsons et al.
patent: 4879309 (1989-11-01), Doll et al.
patent: 5061710 (1991-10-01), Haslanger et al.
patent: 5075302 (1991-12-01), Neustadt
patent: 5098934 (1992-03-01), Vevert et al.
patent: 5190974 (1993-03-01), Clemence et al.
patent: 5208236 (1993-05-01), Neustadt
patent: 5232920 (1993-08-01), Neustadt
patent: 5481026 (1996-01-01), Grosse-Bley et al.
patent: 5536723 (1996-07-01), Loscalzo et al.
Cornille et al., Tetrahedron Letters, vol. 35, No. 38, 1994.
Smith et al., Biochemistry, vol. 14, pp. 766-771 (1975).
Thorsett, Actual. Chim. Ther., vol. 13, pp. 257-268 (1986).
Moeller, Tetrahedron Letters, vol. 33, pp. 6041-6044 (1992).
Dolz et al., "Allysine Peptides and Derivatives", Int. J. Peptide Protein Res, 32, 1988, pp. 307-320.
Williams et al., "Asymmetric Synthesis . . . "J. Am. Chem. Soc., 1991, 113, pp. 9276-9286.
Bodansky et al., "Cholecystokinin (Pancreozymin) . . . ", Journal of Medicinal Chemistry, 1978, vol. 21, pp. 1030-1035.
Fukuyama et al., "Total Synthesis of (+)-Porothramycin B", Tetrahedron Letters, vol. 34, 1993, pp. 2577-2580.
Babievskii et al., "Synthesis of DL-proline . . . ", Chem. Abst., vol. 63, 1965, p. 13398e.
Okuda, "Amino Acid Synthesis . . . ", Chem. Abst., vol. 51, 1957, pp. 17754-17755.
Oae et al., "Model Pathways . . . ", Tetrahedron, 1963, vol. 19, pp. 1783-1788.
Baldwin et al., "Synthesis of Potential . . . ", J. Chem. Soc., Chem. Comm., 1993, pp. 935-936.
Flammang et al., "A propos d'une extension . . . ", C. R. Acad. Sci. Paris, t 312, Serie II, pp. 989-992, 1991.

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