Non-cryogenic process for forming glycosides

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C536S004100

Reexamination Certificate

active

10788825

ABSTRACT:
The present invention provides a method for making glycoside compounds including the steps of: (a) lithiating an aromatic reactant having a leaving group using a lithium reagent in a first microreactor under non-cryogenic conditions to form a lithiated anion species, and (b) coupling the lithiated anion species with a carbonyl substituted reactant to form a glycoside.

REFERENCES:
patent: 5534328 (1996-07-01), Ashmead et al.
patent: 5690763 (1997-11-01), Ashmead et al.
patent: 6069238 (2000-05-01), Hitchcock et al.
patent: 2001/0029294 (2001-10-01), Nickel et al.
patent: 1 123 734 (2001-08-01), None
Czernecki, S. et al. J. Org. Chem. 1991, 56, 6289-6292.
Hawley's Condensed Chemical Dictionary, 13th Edition, 1997, p. 180.
Hackh's Chemical Dictionary, 5th edition, 1987, p. 436.
Barrett, A. G. M. et al., “Total Synthesis and Structural Elucidation of the Antifungal Agent Papulacandin D”, J. Org. Chem., 1996, 61, pp. 1082-1100.
Barrett, A. G. M. et al., “Total Synthesis of the Antifungal Agent Papulacandin D”, J. Chem. Soc., Chem. Commun., 1995, pp. 1147-1148.
Greene, T.W. et al., Protective Groups in Organic Synthesis, Third Edition, John Wiley & Sons, Inc., publ. (1999)(table of contents).
Manabe, S. et al., “Toward Synthesis of Novel C-glycoprotein from Human RNase; Unexpected Stereochemistry of Epoxide Opening Reaction by Organolithium Reagents in the Presence of Lewis Acid”, Chemistry Letters, pp. 919-920 (1998).
Rosenblum, S.B. et al., “Synthesis of the Papulacandin C-Arylglucosyl Spiroketal Nucleus”, J. Am. Chem. Soc., vol. 112, No. 7, pp. 2746-2748 (1990).
Sollogoub, M. et al., “First Synthesis of 1-deazacytidine, the C-nucleoside analogue of cytidine”, Tetrahedron Letters, vol. 43, pp. 3121-3123 (2002).
Greene, T.W. et al., Protective Groups in Organic Synthesis, Third Edition, John Wiley & Sons, Inc., publ. (1999) (table of contents).
Manabe, S. et al., “Toward Synthesis of Novel C-glycoprotein from Human RNase; Unexpected Stereochemistry of Epoxide Opening Reaction by Organolithium Reagents in the Presence of Lewis Acid”, Chemistry Letters, pp. 919-920 (1998).
Rosenblum, S.B. et al., “Synthesis of the Papulacandin C-Arylglucosyl Spiroketal Nucleus”, J. Am. Chem. Soc., vol. 112, No. 7, pp. 2746-2748 (1990).

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

Non-cryogenic process for forming glycosides does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Non-cryogenic process for forming glycosides, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Non-cryogenic process for forming glycosides will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-3756722

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