Chemical and Pharmaceutical Bulletin p. 114 - 119 (2000)
Update date:2022-07-30
Topics:
Kawase, Masami
Hirabayashi, Michitaka
Kumakura, Hiroko
Saito, Setsuo
Yamamoto, Katsumi
The Dakin-West reaction of N-alkoxycarbonyl-N-alkyl-α-amino acids (1a - j) with trifluoroacetic anhydride in the presence of pyridine gave α-amido trifluoromethyl ketones (2a - j), in which probable intermediates were mesoionic 1,3-oxazolium-5-olates (munchnones). The diastereoselective reduction of 2a - f with NaBH4 gave the threo-aminoalcohols (5a - f), which may be explained by the Felkin-Anh model. This was confirmed by converting 5a - f into trans-5-trifluoromethyl-2-oxazolidinones (6a - f) in good yields.
View MoreBeijing Mesochem Technology Co.,LTD
website:http://www.mesochem.com
Contact:0086-10-57862036
Address:2301, Floor 23, Building 9 Lippo Plaza, Yard 8 Ronghua Middle Road, ETDZ, Beijing, China
Longhui qunfeng Chemical Co., Ltd
Contact:86-731-82173407
Address:South-east Industrial Park, Longhui County, Hunan Province, China
Anhui New Star Pharmaceutical Development Co., Ltd
Contact:013956922763
Address:Floor 3, F9A, F Workshop, No.110 Kexue Road, High-Tech Development Zone, Hefei, Anhui ,China
Xiamen Kaijia Imp & Exp Co., Ltd.
Contact:86-592-5101177
Address:Room406 Luhui Building No. 65 Haitian Road Huli Xiamen,China.
Fujian Wanke Pharmaceutical Co., LTD.
Contact:+86-598-5026002
Address:Economic development zone,jiangle county
Doi:10.1016/S0020-1693(99)00477-6
(2000)Doi:10.1016/S0040-4039(97)01770-X
(1997)Doi:10.1002/poc.1086
(2006)Doi:10.1007/s11172-009-0167-3
(2009)Doi:10.1016/j.jorganchem.2012.10.038
(2013)Doi:10.1021/jo001136i
(2001)
