Journal of the Chemical Society. Perkin transactions I p. 1421 - 1424 (1993)
Update date:2022-08-11
Topics:
Houghton, Peter G.
Humphrey, Guy R.
Kennedy, Derek J.
Roberts, D. Craig
Wright, Stanley H. B.
An enantioselective synthesis of (4R)-1-azabicyclo<2.2.1>heptane derivatives is described commencing from readily available trans-4-hydroxy-L-proline which is converted into the key intermediate (3R)-N-(tert-butoxycarbonyl)-3-methylsulfonyloxypyrrolidine 4.Reaction of the sulfonate ester 4 with an enolate anion yields a mixtute of (3R)-pyrrolidineacetic esters 8 and 9 which are reduced to the corresponding alcohols 10 and 11.Conversion of the alcohols into the sulfonate esters 12 and 13 followed by deprotection of the pyrrolidine nitrogen leads to cyclisation yielding the (4R)-1-azabicyclo<2.2.1>heptane derivatives 14 and 15.
View MoreShanghai Hohance Chemical Co., ltd
Contact:13914753421
Address:Fl.5;Bld. 70, Lane 1500; Xinfei Road
Contact:+86 18616952870
Address:Area
Zibo Linzi Darong Fine Chemical Co., Ltd
Contact:86-532-67773200; 15689126900
Address:Qidu town,Linzi district,Zibo city,Shandong province,China
QINGDAO ON-BILLION INDUSTRAIL CO.,LTD
website:http://www.obn.com.cn
Contact:+86-15005320811 +86-532-80681989
Address:F35 Parkson Mansion No.44-60 Zhongshan Rd.
Nanjing Zelang Medical Technology Co. Ltd
Contact:86-25-83063290/13770714480
Address:Ganjiabian 108# 01 Unit,701-702 room,Yao Hua Street,Qixia District,Nanjing,Jiangsu,China
Doi:10.1023/B:KICA.0000038091.88536.66
(2004)Doi:10.1021/jo00118a004
(1995)Doi:10.1016/j.reactfunctpolym.2021.105001
(2021)Doi:10.1081/SCC-120027282
(2004)Doi:10.1002/adsc.201300668
(2013)Doi:10.1039/c3ta14379a
(2014)