Process for production of optically active...

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C560S227000, C568S812000, C568S842000

Reexamination Certificate

active

07462734

ABSTRACT:
The present invention relates to a process for producing an optically active α-fluorocarboxylate derivative represented by the formula [2],by reacting an optically active α-hydroxycarboxylate derivative with trifluoromethanesulfonyl fluoride (CF3SO2F) in the presence of an organic base, in the formula [2], R represents a straight-chain or branched-chain alkyl group of a carbon number of 1 to 12; one of or two by any combination of aromatic hydrocarbon groups, unsaturated hydrocarbon groups, straight-chain or branched alkoxy groups of a carbon number of 1 to 6, aryloxy groups, halogen atoms (fluorine, chlorine, bromine and iodine), protected carboxyl groups, protected amino groups or protected hydroxyl group can be substituted on any carbon atoms of the alkyl group; R1represents a straight-chain or branched-chain alkyl group of a carbon number of 1 to 8; any carbon atoms of the alkyl groups of R and R1may form a covalent bond; and * represents an asymmetric carbon.

REFERENCES:
patent: 5760255 (1998-06-01), Vorbruggen et al.
patent: 6080886 (2000-06-01), Lal et al.
patent: 6248889 (2001-06-01), Savu et al.
patent: 2003/0225301 (2003-12-01), Amano et al.
patent: 3-184929 (1991-08-01), None
patent: 11-171858 (1999-06-01), None
patent: 2003-267923 (2003-09-01), None
Fritz-Langhals et al.,Simple Synthesis of Optically Active 2-Fluoropropanoic Acid and Analogs of High Enantiomeric Purity, Tetrahedron Letters, Great Britain, 1993, vol. 34, No. 2, pp. 293-296.
Enantiomerically Pure Ethyl(R)- (S)-2-Fluorohexanoate by Enzyme-Catalyzed Kinetic Resolution(Hexanoic acid, 2-fluoro-, ethyl ester,(R)-and(S)-), Organic Synthesis, US, 1990, vol. 69, pp. 10-18.
Lowe, et. al.,Synthesis Absolute Configurable, and Circular Dichroism of the Enantiomers of Fluorosuccinic Acid, Journal of the Chemical Society, Perkin Transaction 1: Organic and Bio-Organic Chemistry (1972-1999) (UK), 1980, vol. 9, pp. 2029-2032.
Nippon Kagaku Kaisha (JP), 1983, Vo. 9, pp. 1363-1368.
Fritz-Langhals,Alkali Metal Fluorides as Efficient Fluorinating Agents. Enantiocontrolled Synthesis of 2-Fluoroalkyl Carboxylates and 1-Fluoroalkyl Benzenes, Tetrahedron: Asymmetry (UK), 1994, vol. 5, No. 6, pp. 981-986.
Yin et. al.,Direct and Convenient Conversion of Alcohols to Fluorides, Organic Letters, 2004, vol. 6, No. 9, pp. 1465-1468.
Zarkowsky et. al. (Merck),Convenient Conversion of Alcohols to Fluorides, American Chemical Society Division of Organic Chemistry, Abstracts, 227thACS National Meeting, 2004, 2 pp.
Focella, et. al.,Simple Stereospecific Synthesis of(R)-2-Fluorohexanoic Acid Ethyl Ester, Synthetic Communications, 1991, vol. 21, No. 21, pp. 2165-2170.
International Search Report dated Nov. 15, 2005 with English translation of relevant portion (Five (5) pages).

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

Rate now

     

Profile ID: LFUS-PAI-O-4026560

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