Title:
CATALYST FOR CONVERTING ESTER TO AMIDE USING HYDROXYL GROUP AS ORIENTATION GROUP
Document Type and Number:
WIPO Patent Application WO/2017/204144
Kind Code:
A1
Abstract:
Provided is a method for amidating a hydroxy ester compound at a high chemical selectivity.
The amidation reaction method for a hydroxy ester compound comprises, in the presence of a catalyst containing a compound of a transition metal of the group 4 or group 5 in the periodic table, reacting at least one kind of hydroxy ester compound selected from the group consisting of an α-hydroxy ester compound, a β-hydroxy ester compound, a γ-hydroxy ester compound and a δ-hydroxy ester compound with an amino compound so as to amidate an ester group having a hydroxyl group at the α-, β-, γ- or δ-position of the hydroxy ester compound.
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Inventors:
YAMAMOTO HISASHI (JP)
TSUJI HIROAKI (JP)
KODAMA HIDEHIKO (JP)
SUZUMA YOSHINORI (JP)
TSUJI HIROAKI (JP)
KODAMA HIDEHIKO (JP)
SUZUMA YOSHINORI (JP)
Application Number:
PCT/JP2017/018991
Publication Date:
November 30, 2017
Filing Date:
May 22, 2017
Export Citation:
Assignee:
CHUBU UNIV EDUCATIONAL FOUNDATION (JP)
NIPPON PHARMACEUTICAL CHEMICALS CO LTD (JP)
NIPPON PHARMACEUTICAL CHEMICALS CO LTD (JP)
International Classes:
C07C231/02; B01J27/10; B01J27/12; B01J31/02; C07C235/06; C07C235/08; C07C235/16; C07C235/46; C07C259/06; C07C269/06; C07C271/22; C07D209/40; C07D213/40; C07D215/40; C07D295/185; C07D307/54; C07D317/66; C07D333/24; C07B61/00
Foreign References:
| JP2013163657A | 2013-08-22 | |||
| JPS59130248A | 1984-07-26 | |||
| JP2006117624A | 2006-05-11 | |||
| JPS275365B1 | ||||
| JPS47168A |
Other References:
CHONG HAN ET AL.: "Catalytic Ester-Amide Exchange Using Group(IV) Metal Alkoxide- Activator Complexes", J. AM. CHEM. SOC., vol. 127, 2005, pages 10039 - 10044, XP055553386
HIROYUKI MORIMOTO ET AL.: "Lanthanum(III) Triflate Catalyzed Direct Amidation of Esters", ORGANIC LETTERS, vol. 16, 2014, pages 2018 - 2021, XP055553393
HIROAKI TSUJI ET AL.: "Hydroxy-Directed Amidation of Carboxylic Acid Esters Using a Tantalum Alkoxide Catalyst", J. AM. CHEM. SOC., vol. 138, 9 September 2016 (2016-09-09), pages 14218 - 14221, XP055527397
HOVEYDA, A. H.; EVANS, D. A.; FU, G. C., CHEM. REV., vol. 9, 1993, pages 1307
See also references of EP 3466922A4
HIROYUKI MORIMOTO ET AL.: "Lanthanum(III) Triflate Catalyzed Direct Amidation of Esters", ORGANIC LETTERS, vol. 16, 2014, pages 2018 - 2021, XP055553393
HIROAKI TSUJI ET AL.: "Hydroxy-Directed Amidation of Carboxylic Acid Esters Using a Tantalum Alkoxide Catalyst", J. AM. CHEM. SOC., vol. 138, 9 September 2016 (2016-09-09), pages 14218 - 14221, XP055527397
HOVEYDA, A. H.; EVANS, D. A.; FU, G. C., CHEM. REV., vol. 9, 1993, pages 1307
See also references of EP 3466922A4
Attorney, Agent or Firm:
TANAKA, Junya et al. (JP)
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