Total synthesis of salinosporamide A and analogs thereof

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C548S215000, C548S218000, C548S453000, C548S543000

Reexamination Certificate

active

07842814

ABSTRACT:
The present invention relates to certain compounds and to methods for the preparation of certain compounds that can be used in the fields of chemistry and medicine. Specifically, described herein are methods for the preparation of various compounds and intermediates, and the compounds and intermediates themselves. More specifically, described herein are methods for synthesizing Salinosporamide A and its analogs from a compound of formula (V).

REFERENCES:
patent: 7144723 (2006-12-01), Fenical et al.
patent: 7176232 (2007-02-01), Fenical et al.
patent: 7176233 (2007-02-01), Fenical et al.
patent: 7179834 (2007-02-01), Fenical et al.
patent: 7183417 (2007-02-01), Corey
patent: 7276530 (2007-10-01), Potts et al.
patent: 7371875 (2008-05-01), Xiao et al.
patent: 7465720 (2008-12-01), Corey et al.
patent: 2005/0049294 (2005-03-01), Palladino et al.
patent: 2006/0264495 (2006-11-01), Palladino et al.
patent: 2006/0287520 (2006-12-01), Danishefsky et al.
patent: 2007/0004676 (2007-01-01), Palladino et al.
patent: WO 96/32105 (1996-10-01), None
patent: WO 99/09006 (1999-02-01), None
patent: WO 99/15183 (1999-04-01), None
patent: WO 2004/071382 (2004-08-01), None
patent: WO 2005/099687 (2005-10-01), None
patent: WO 2006/005551 (2006-01-01), None
patent: WO 2006/028525 (2006-03-01), None
Endo and Danishefsky, J. Am. Chem. Soc. 2005, v. 127, 8298-8299.
Andrews, et al., “Highly functionalised pyroglutamates by intramolecular aldol reactions: towards the pyroglutamate skeleton of oxazolomycin”,Synlett: Letters(1996) 612-614.
Andrews, et al., “Regioselective dieckmann cyclisations leading to enantiopure highly functionalised tetramic acid derivatives”,J. Chem. Soc., Perkin Trans. (1998) 1:223-235.
Corey, et al., “An efficient tool synthesis of a new and highly active analog of lactacystin”,Tetrahedron Letters(1998) 39:7475-7478.
Endo, et al., “Total synthesis of salinosporamide A ”,J. Am. Chem. Soc. (2005) 127:8298-8299 and S1-S23.
Hogan, et al., “Proteasome inhibition by a totally synthetic β-lactam related to salinosporamide A and omuralide”,J. Am. Chem. Soc. (2005) 127:15386-15387.
Ma, et al., Concise total synthesis of (±)-salinosporamide A, (±)-cinnabaramide A, and derivatives via a bis-cyclization process: implications for a biosynthetic pathway?,Org. Lett., (2007) 9(11):2143-2146.
Mulholland, et al., “A concise total synthesis of salinosporamide A”,Org. Biomol. Chem. (2006) 4:2845-2846.
Reddy, et al., “An efficient, stereocontrolled synthesis of a potent omuralide-salinosporin hybrid for selective proteasome inhibition”,J. Am. Chem. Soc. (2005) 127:8974-8976.
Reddy, et al., “A simple sterecontrolled synthesis of salinosporamide A”,J. Am. Chem. Soc. (2004) 126:6230-6231.
Reddy, et al., “New synthetic route for the enantioselective total synthesis of salinosporamide A and biologically active analogues”,Org. Lett. (2005) 7(13): 2699-2701.
Seebach, et al., “α-Alkylation of serine with self-reproduction of the center of chirality”,Tetrahedron Letters(1984) 25(24):2545-2548.
International Search Report and Written Opinion dated Mar. 26, 2008, for PCT/US2007/008562.

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

Total synthesis of salinosporamide A and analogs thereof does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Total synthesis of salinosporamide A and analogs thereof, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Total synthesis of salinosporamide A and analogs thereof will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-4239863

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