Process for the preparation of cyclopropyl carboxylic acid...

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

Reexamination Certificate

active

07122695

ABSTRACT:
The invention relates to a novel process for the preparation of certain cyclopropyl carboxylic acid esters and other cyclopropyl carboxylic acid derivatives; a novel process for the preparation of dimethylsulfoxonium methylide and dimethylsulfonium methylide; to the use of certain cyclopropyl carboxylic acid esters in a process for the preparation of intermediates that can be used in the synthesis of pharmaceutically active entities; and to certain intermediates provided by these processes.

REFERENCES:
patent: 5929291 (1999-07-01), Bajgrowicz et al.
patent: 9905143 (1999-02-01), None
Roberts et al, Basic Principles of Organic Chemistry, W.A.Benjamin, Inc., pp. 530, 531 and 562 (1965).
Kaiser et al, J. Organic. Chem., vol. 30, p. 3972-3975 (1965).
Corey et al, JACS, 87:6, p. 1353-1364 (1965).
The Merck Index, Merck & Co, p. ONR-60 (1976).
Journal of the American chemicals society, vol. 87, 1965, E.J. Vorey et al, “Dimethyloxosulfonium Methylide ((CH3)2S0CH2) and Dimethylsulfonium Methlide ((CH3)2S0CH2). Formation and Application to Organic Synthesis” p. 1353-p. 1364.
Advancedd Organic Chemistry, Fourth Edition, Jerry Mark, Reactions, Mechanisms, and structure, John Wiley & Sons, New York, 1992, pp. 872, 741 pp. 428-429, pp. 1091-1095.
Organic Chemisty, Fifth Edition, T.W. Graham Solomons, John Wiley & Sons, Inc., New York, 1992, pp. 781-782, p. 775, pp. 846-848; pp. 830-832; pp. 834-835.
STN International, File CAPLUS, CAPLUS accession No. 1998: 429075, Document No. 129:135904 Diaz-Requejo et al: “BpCu-Catalyzed Cyclopropanation of Olefins: A simple System That operates under andHeterogeneous Conditions (BP = Dihydridobis (pyraxoly)borate)”; Organometallics (1998), 17(14), 3051-3057, RN 91393-54-3.
STN International, File CAPLUS, CAPLUS accessionNo. 1998:250346, Document No. 128:321223,Galardon, Erwan et al: “Asymmetric Cyclopropanation of a alkenes and diazocarbonyl insertion into S-H bonds catalyzed by a chiral porphyrin Ru(II) complex”; Tetrahedron Lett. (1998), 39(16), 2333-2334, Rn 207279-36-5.
STN International, File CAPLUS, CAPLUS accession No. 1995:927375, Document No. 124:116326, Demonceau, A. et al: “Cyclopropanation catalyzed by RuC13 (PPh3) and OsC12(PPh3)3”; Tetrahedron Lett. (1995), 36(46), 8419-22, RN 4103-56-4, 4103-57-5.
STN International, File CAPLUS, CAPLUS accession No. 1995:597880, Document No. 123:169063, Demonceau, A. et al: “Cyclopropanation of activated olefins catalyzed by Ru-phosphine complexes”; Tetrahedron Lett. (1995), 36(20), 3519-22, RN 4103-56-4, 4103-57-5.
STN International, File CAPLUS, CAPLUS accession No. 1998:200362, Document No. 128:270527, Kusuyama, Yoshiaki: “Solvolysis of 1-(trans-2-(m-or p-substituted phenyl) cyclopropyl)-1-methyl-ethyl p-nitrobensoates”; Bull. Chem Soc. Jpn. (1998), 71(3), 685-691, RN 4103-57-5, 205674-79-9.
Chemical Abstracts, vol. 59 (1962), (Columbus, Ohio, USA), Kaiser, Carl et al, “2-Substituted cyclopropylamines. I. Derivatives and analogs of 2-phenylcyclopropylamine”, The Abstract No. 504f, Med Pharm. Chem. 1962, 5, 1243-1265, RN 91329-59-8, 91393-53-2, 92576-45-9.
STN International, File CAPLUS, CAPLUS accession No. 2000:6701 Document 132:122310, Wu, Xin-Yan et al: “Asymmetric synthesis of 5-hydroxtryptamine recepter agonist (TR,2S)-(−)-2-(2-hydroxyphenyl)-N, N-dipropyl-cyclopropamine”; & Gaodeng Xuexiao Huaxue Xuebao (1999), 20(12), 1982-1896, RN256431-75-1, 256431-73-9.
Chemical Abstract, vol. 57 (1962), (Columbus, Ohio, USA), Richard Fuchs et al, “Transmision of electronic effects by the cyclopropane ring.Ionization constants of m- and p-substituted.bet.-phenylpropionic, cis-and trans-2-phenylcyclopropanecarboxylic acids in 50% ethanol”, The Abstract No. 33471, J. Org. Chem. 1962, 27 733-736, RN 91329-60-1.
STN International, File CAPLUS, CAPLUS accession No. 1996:148289, Document No. 124:250558, Vallgaarda, Jerk et al: “trans-2-Aryl-N,N-dipropyl-cyclopropylamines: Synthesi and Interaction with 5-HT1A Receptors”; & J. Med Chem. (1996), 39(7), 1485-93, RN175168-73-7.

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

Rate now

     

Profile ID: LFUS-PAI-O-3682237

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