N-protected/N-substituted-beta-amino hydroxy sulfonates

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Nitrogen containing other than solely as a nitrogen in an...

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C564S123000, C564S280000, C514S613000, C514S646000

Reexamination Certificate

active

10340827

ABSTRACT:
N-protected/N-substituted alpha-amino aldehydes, which are useful as pharmaceuticals and pharmaceutical intermediates, can be stored and shipped in a more stable form as N-protected/N-substituted-beta-amino hydroxy sulfonates which can be readily converted back into the aldehyde under mild conditions. The present invention relates to N-protected/N-substituted-beta-amino hydroxy sulfonates and their preparation and use.

REFERENCES:
patent: 2647928 (1953-08-01), Stempel
patent: 4990669 (1991-02-01), Reetz et al.
patent: 5847201 (1998-12-01), Wieczorek
patent: 5939587 (1999-08-01), Wieczorek
patent: 6147253 (2000-11-01), Wieczorek
patent: 6586627 (2003-07-01), Wieczorek
patent: 393 457 (1990-10-01), None
patent: 888288 (1962-01-01), None
patent: 2 020 648 (1979-11-01), None
patent: WO 92/00750 (1992-01-01), None
patent: 93/23368 (1993-11-01), None
patent: 93/23388 (1993-11-01), None
patent: 94/04491 (1994-03-01), None
patent: 94/04492 (1994-03-01), None
patent: 94/04493 (1994-03-01), None
patent: 95/14653 (1995-06-01), None
Parikh, et al., “Sulfur Trioxide in the Oxidation of Alcohols by Dimethyl Sulfoxide,” J. Am. Chem. Soc., 89:21, 5505-5507, Oct. 11, 1967.
Mancuso, et al., “Oxidation of Long-Chain and Related Alcohols to Carbonyls by Dimethyl Sulfoxide ‘Activated’ by Oxalyl Chloride,” J. Org. Chem., vol. 43, No. 12, 2480-2482, 1978.
Rittle, et al., “A Synthesis of Statine Utilizing an Oxidation Route to Chiral α-Amino Aldehydes,” J. Org. Chem., vol. 47, 3016-3018, 1982.
Dellaria, et. al., “The Enatino- And Diastereoselective Synthesis of the First Phospho-Statine Derivative,” Tetrahedron Letters, vol. 27, No. 21., 2337-2340, 1986.
Garner,et al., “The Synthesis and Configurational Stability of Differentially Protected β-Hydroxy-α-amino Aldehydes,” J. Org. Chem., vol. 52, 2361-2364, 1987.
Reetz, et al., “Tandem Aldolization/Lactonization/Dyotropic Rearrangement of α-Amino-Aldehydes,” Tetrahedron Letters, vol. 30, No. 40, 5421-5424, 1989.
Jurczak, et al., “Optically Active N-Protected α-Amino Aldehydes in Organic Synthesis,” Chem. Rev., vol. 89, 149-164, 1989.
Reetz, et al., “Stereoselective Reactions of Chiral α-Amino Aldehydes,” Phil. Trans. R. Soc. Lond., A 326, 573-578 (1988).
Hamada, et al., “New Methods and Reagents in Organic Synthesis, A Practical Method for the Preparation of Optically Active N-Protected α-Amino Aldehydes and Peptice Aldehydes” Chem. Pharm. Bull, 30(5) 1921-1924, 1982.
Lubell, et al., “Configurational Stability of N-Protected α-Amino Aldehydes,” J. Am. Chem. Soc., 109, 236-239, 1987.
Reetz, et al., “Stereoselective Synthesis of β-Amino Alcohols from Optically Active α-Amino Acids,” Angew. Chem. Int. Ed. Engl. 26, No. 11, 1987.
Khusid, “Regeneration of Aldehydes From Their Bisulfite Derivatives In Water and Organic Solvents On Ion-Exchange Resins,” J. Org. Chem. of the USSR, vol. 21, No. 1, 37-39.
Érman, et al., “Structure and Properties of the Bisulfite Adducts of Citral,” J. Org. Chem. of the USSR, vol. 15, No. 8, 1246-1431.
Ingles, “Preparation of Bisulphite Addition Compounds of 5-amino-5-deoxy-D-xylose,” Australian J. Of Org. Chem., vol. 19, No. 4, 667-673.
International Search Report dated Apr. 14, 1997.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

N-protected/N-substituted-beta-amino hydroxy sulfonates does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with N-protected/N-substituted-beta-amino hydroxy sulfonates, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and N-protected/N-substituted-beta-amino hydroxy sulfonates will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-3761010

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.