Journal of Organic Chemistry p. 3140 - 3143 (1986)
Update date:2022-09-26
Topics:
Thottathil, John K.
Moniot, Jerome L.
Mueller, Richard H.
Wong, Michael K. Y.
Kissick, Thomas P.
(S)-5-(Hydroxymethyl)-2-pyrrolidinone (3), prepared from L-pyroglutamic acid, was condensed with benzaldehyde to obtain the O,N-acetal 4 in excellent yield.Alkylation of 4 with 3-bromocyclohexene followed by reduction gave trans-4-cyclohexyl-L-prolinol (7) in good chemical yield with excellent stereoselectivity.Sequential N-protection, oxidation of the alcohol to the acid, and N-deprotection furnished trans-4-cyclohexyl-L-proline (1) in excellent yield and quality.Compound 1 serves as an intermediate for the preparation of ACE inhibitors including Fosenopril.
View Morewebsite:http://www.eastarchem.com/
Contact:1-800-898-2436
Address:1215 K Street, STE 1700
LIANYUNGANG YC FINE CHEMICAL CO., LTD
Contact:+86-518-858 99188
Address:Shangdong Modern Bldg, South Greenpark Road, Lianyungang, Jiangsu Pro. China
Jintan City Mego Chemical Co., Ltd
Contact:+86-0519-82814387
Address:23# Dengguan Town, Jintan, Jiangsu Province, China
Changzhou Sunsheng Chem Co., Ltd
Contact:+1-(989)-854-0648
Address:No. 28 Yinshan Rd., Xixiashu Industrial Park
Xi'an North Information Industry Co., Ltd. Weilv Chemical Department
Contact:+86-29-88156413
Address:Jixiang Road 99 Xi'an Shaanxi Province
Doi:10.1016/S0040-4020(01)85126-7
(1989)Doi:10.1016/0223-5234(89)90001-9
(1989)Doi:10.1016/S0040-4039(00)76177-6
(1989)Doi:10.1039/c0ce00474j
(2011)Doi:10.1080/00397910903538644
(2011)Doi:10.1021/acs.joc.5b01963
(2015)
