Process for the preparation of octahydropenta(b)pyrrole carboxyl

Details Process for the preparation of octahydropenta(b)pyrrole carboxyl Process for the preparation of octahydropenta(b)pyrrole carboxyl

1988-03-23

1991-10-08

Lee, Lester L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

530340, 530342, 548253, 562575, C07D20700, C07D20952

Patent

active

050555910

ABSTRACT:
The invention relates to a process for the preparation of compounds of the formula I ##STR1## in which n is 1 or 2, R denotes hydrogen or an organic radical, R.sup.1 denotes an organic radical, R.sup.2 and R.sup.3 are identical or different and denote hydrogen or an organic radical, and R.sup.4 and R.sup.5, together with the atoms bearing them, form a monocyclic, bicyclic or tricyclic heterocyclic ring system having 3 to 15 carbon atoms, which process comprises reacting compounds of the formula II defined in the description with compounds of the formula III defined in the description, in the presence of alkanephosphonic anhydrides, where appropriate eliminating radicals which have been introduced to protect other functional groups and, where appropriate, esterifying free carboxyl groups in a manner known per se.

REFERENCES:
patent: 4331592 (1982-05-01), Wissmann et al.
patent: 4374847 (1983-02-01), Gruenfeld
patent: 4508729 (1985-04-01), Vincent et al.
patent: 4525301 (1985-06-01), Henning et al.
patent: 4558064 (1985-12-01), Teetz et al.
patent: 4558065 (1985-12-01), Urbach et al.
patent: 4562202 (1985-12-01), Urbach et al.
patent: 4587258 (1986-05-01), Gold et al.
patent: 4591598 (1986-05-01), Urbach et al.
patent: 4614805 (1986-09-01), Urbach et al.
patent: 4620012 (1986-10-01), Henning et al.
patent: 4659838 (1987-04-01), Lerch
patent: 4668796 (1987-05-01), Geiger et al.
patent: 4668797 (1987-05-01), Urbach et al.
patent: 4684662 (1987-08-01), Henning et al.
patent: 4691022 (1987-09-01), Henning et al.
patent: 4714708 (1987-12-01), Urbach et al.
patent: 4727160 (1988-02-01), Teetz et al.
patent: 4808573 (1989-02-01), Gold et al.
patent: 4818749 (1989-04-01), Gold et al.
patent: 4822894 (1989-04-01), Geiger et al.
patent: 4831157 (1989-05-01), Gold et al.
patent: 4849524 (1989-07-01), Henning et al.
patent: 4868307 (1989-09-01), Barton et al.
patent: 4886827 (1989-12-01), Urbach et al.
Leonard et al., J. Am. Chem. Soc., 77, 439 (1955).
Leonard et al., J. Am. Chem. Soc., 78, 3457 (1956).
Leonard et al., J. Am. Chem. Soc., 78, 3463 (1956).
Leonard et al., J. Am. Chem. Soc., 81, 5627 (1959).
Koelsch et al., J. Org. Chem., 26, 1104 (1961).
Griot et al., Helv. Chim. Acta, 42, 121 (1959).
Bonnett et al., J. Chem. Soc., 2087 (1959).
Battersby et al., J. Chem. Soc., 4333 (1958).
Rosenblatt et al., The Chemistry Of Functional Groups, Supplement F: The Chemistry of Amino, Nitroso and Nitro Compounds And Their Derivatives, Part II, S. Patai, ed., Wiley & Sons: New York 1982, pp. 1100-1104.
L. W. Haynes, Enamines, A. G. Cook, ed., Marcel Decker, Inc.: 1969, pp. 68-79, 261-269, 413.
Fieser & Fieser, Reagents For Organic Synthesis, vol. 1, pp. 644-651 (1967).
Boehme et al., Iminium Salts in Organic Chemistry, Part I (E. C. Taylor, ed.), Wiley & Sons: New York, 1976, p. 143.
S. Dayagi et al., The Chemistry Of Functional Groups, The Chemistry Of The Carbon-Nitrogen Double Bond, S. Patai, ed., Wiley & Sons: New York, 1970, p. 119.
W. Greenlee et al., J. Med. Chem., 28, 434-442 (1985).
K. Ogawa et al., J. Chem. Soc., Perkin Trans. I, 3031-3035 (1982).
R. Bacon and D. Stewart, J. Chem. Soc. (C), 1384-1387 (1966).
R. Bacon et al., J. Chem. Soc. (C), 1388-1389 (1966).
Patchett et al., Nature, 288, 280-283 (1980).
Booth et al., Chemistry and Industry, 466-467 (1956).
Booth et al., J. Chem. Soc., Part I, 1050-1054 (1959).
Murakoshi et al., Chemical Abstracts, 61, 9465(e) (1964).
Cushman et al., Fed. Proc. 38(13), 2778-2782 (1979).
Houben-Weyl, Methoden der Organischen Chemie, 7(2b), 1403-1404 (1976).
Katritskaya, Dzh. Lagorskaya Khimia Geterosikl. Soedin., Moskow 1963, pp. 155-158.
Anderson, Jr. et al., J. Org. Chem., 43(1), 54-57 (1978).
Bertho et al., "Synthesen In Der 2-Azabicyclo[0.3.3]-octan-Reihe", Chemische Berichte, 92(7), 2218-2235 (1959).
Farkas et al., J. Org. Chem., 22, 1261-1263 (1957).
Taylor et al., J. Org. Chem., 38(16), 2817-2821 (1973).
Taylor et al., Heterocycles, 25, 343-345 (1987).
English language translation of Mitzlaff et al., Liebig's Ann. Chem., 1713-1733 (1978).
Chem. Berichte 86: 1524-1528 (1953).
Quarterly Reviews 25: 323-341 (1971).
Chem. Abst. 49/1955/3009c.

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