Process for production of optically active compounds

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

C548S341500

Reexamination Certificate

active

07084278

ABSTRACT:
The present invention provides a method for producing an optically active β-hydroxy ester compound represented by the general formula:whereinR1represents an optionally substituted hydrocarbon group and the like,R2represents a nitrogen-containing heterocyclic group different from R1, which is represented by the general formula:wherein the ring may be substituted and the like,R3represents an optionally substituted hydrocarbon group and the like,R4and R5represent, the same or different, a hydrogen atom, a halogen atom and the like,the symbol “*” represents an optically active center, which comprises reacting in the presence of a cinchona alkaloid and the like a compound represented by the general formula:wherein R1and R2are as defined above with a compound represented by the general formula:wherein R3, R4and R5are as defined above, and X is a halogen atom.

REFERENCES:
J.M. Andres, et al. “Synthesis of Chiral Alpha, Alpha-Difluoro-Beta-Hydroxy Esters by Enantioselective Reformatsky Reaction”, Synthesis, (1996) pp. 1070-1072, No. 9.
Ojida, et al., “Highly Enantioselective Reformatsky Reaction of Ketones: Chelation-Assisted Enantioface Discrimination,” Organic Letters, vol. 4, No. 18, pp. 3051-3054 (2002).
A. Ojida, et al., “Highly Enantioselective Reformatsky Reaction of Ketones: Chelation-Assisted Enantioface Discrimination”, Organic Letters, (2002), pp. 3051-3054, vol. 4, No. 18.
J. M. Andres, et al., “Synthesis of Chiral Alpha, Alpha-Difluoro-Beta-Hydroxy Esters by Enantioselective Reformatsky Reaction”, Synthesis, (1996), pp. 1070-1072, No. 9.
“Enantioselective Reformatsky Reaction with Ketones. Asymmetric Synthesis of Beta-(tert-Hydroxy)esters”, Journal of the Chemical Society, Chemical Communications, (1993), pp. 811-812, No. 9.
D. Pini, et al., “New Chiral Ligand for Optically Active Beta-Hydroxy Esters Synthesis by Enantioselective Reformatsky Reactions”, Tetrahedron: Asymmetry, (1994), pp. 1875-1876, vol. 5, No. 10.
Y. Zhang, et al., “Enantioselective Synthesis of Beta-Hydroxy Esters by Reformatsky Reactions in Chiral Micelles”, Tetrahedron: Asymmetry, (1997), pp. 3575-3578, vol. 8, No. 21.
J.M. Andres, et al., “Enantioselective Reformatsky Reaction Induced by Chiral Beta-Amino Alcohols”, Tetrahedron, (1997), pp. 3787-3794, vol. 53, No. 10.
Guette, M., et al., “Asymmetric Synthesis of Beta-Hydroxyesters by Reaction of Reformatsky in the Presence of (-) Sparteine”,Tetrahedron, (1973), vol. 29, pp. 3659-3667 (Abstract Only).

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

Process for production of optically active compounds does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for production of optically active compounds, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for production of optically active compounds will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-3637233

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