Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1992-01-09
1992-09-08
Berch, Mark L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
540357, C07B 3710, C07D20508, C07F 718
Patent
active
051459574
ABSTRACT:
A process is described for the stereocontrolled synthesis of (3R,4R)-3-[(1R)-1-hydroxyethyl]-4-benzoyloxyazetidin-2-ones and their derivatives by cycloaddition involving an imine and a ketone, generated from 3(S)-hydroxybutyrate which are useful intermediates in the synthesis of carbapenem antibiotics.
REFERENCES:
patent: 4556514 (1985-12-01), Sunagawa
patent: 4556515 (1985-12-01), Yamamoto
Hubschwerten et al., Helv. Chem. Acta 66, 2206 (1983).
Sharma et al., Indian J. Chem 19B, 760 (1980).
Just et al., Can J. Chem 56, 2720 (1978).
Bose, I., J.C.S. Perkins I, p. 1880 (1925).
Bose II, Tetrahedron 37, 2321 (1981).
Aizpurua, Tet. Letters 37, 4359 (1980).
H. Staudinger et al., Chem. Ber., 1911, 44, pp. 365-374.
Reider et al., Tetrahedron Letters, vol. 23, No. 22, pp. 2293-2296 (1982).
Gunda George, Tetrahedron Letters, vol. 25, No. 35, pp. 3779-3782 (1984).
M. Shiozaki et al., Tetrahedron Letters, vol. 40, No. 10, pp. 1795-1802 (1984).
Iimori et al., Tetrahedron Letters, vol. 27, No. 19, pp. 2149-2152 (1986).
Euchem 1984, Por-Camargue (France) 1984, M. Colombo et al.
Evans et al., Tetrahedron Letters, vol. 26, No. 32, pp. 3787-3790 (1985).
Evans et al., Tetrahedron Letters, vol. 26, No. 32, pp. 3783-3786 (1985).
Georg et al., JACS, (1987), 109, pp. 1129-1135.
Shiozaki et al., Tetrahedron Letters, vol. 22, No. 51, pp. 5205-5208 (1981).
Iimori et al., Tetrahedron Letters, vol. 26, No. 12, pp. 1523-1526 (1985).
Hart et al., Tetrahedron Letters, vol. 26, No. 45, pp. 5493-5496 (1985).
Bose, et al., Tetrahedron Letters, vol. 27, No. 49, pp. 5955-5958 (1986).
Alcaide et al. Heterocycles, vol. 24, No. 6, 1986 pp. 1579-1583.
Karady et al., JACS, (1981), pp. 6765-6767.
Hanessian et al., JACS (1985) 107, pp. 1438-1439.
Mukerjee et al., Synthesis, No. 6 (1973) pp. 327-346.
Georg et al., Tetrahedron Letters, vol. 26, No. 33, pp. 3903-3906 (1985).
Farrar, Res. Chem. Prog., vol. 29, pp. 85-101 (1969).
Translation of DE 3620467.
Laswell William L.
Lynch Joseph E.
Shinkai Ichiro
Tschaen David M.
Volante Ralph P.
Berch Mark L.
Merck & Co. , Inc.
North Robert J.
Panzer Curtis C.
LandOfFree
Stereoselective synthesis of a chiral cis 3-beta hydrogen (3R) 4 does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Stereoselective synthesis of a chiral cis 3-beta hydrogen (3R) 4, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Stereoselective synthesis of a chiral cis 3-beta hydrogen (3R) 4 will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-135171