Tetrahedron Asymmetry p. 3387 - 3391 (1997)
Update date:2022-08-05
Topics:
Davies, Stephen G.
Fenwick, David R.
Ichihara, Osamu
The unsaturated β-amino acid derivatives (3R)-(E)-3-(N-tert- butoxycarbonyl)aminohex-4-enoate and methyl (2S,3S)-3-(N-tert- butoxycarbonyl)-amino-2-bydroxyhex-4-enoate have been synthesised from lithium (s)-(α-methylbenzyl)allylamide and (E,E)-tert-butyl hex-2,4- dienoate. After a highly stereoselective conjugate addition of the lithium amide to the α,β-unsaturated ester, or a highly stereoselective conjugate addition-electrophilic hydroxylation, the adducts are deallylated and the resulting secondary amines converted to either a benzoyl amide or oxazolidinone. The N-α-methylbenzyl group is then removed with either formic acid or using a dissolving metal reduction. These deprotection procedures leave unsaturation in the molecules intact.
View MoreSHOUGUANG BOYU CHEMICAL CO.,LTD
Contact:+86-536-8256719
Address:ROOM 1101&1103,BUILDING D,ZHONGTU MANSION,NO.6565 EAST FUSHOU STREET,WEIFANG CITY,SHANDONG,CHINA.
Shanghai Sinofluoro Scientific Co., Ltd
Contact:+86-21-64279360
Address:Room 1006,Building 3,#58 East Xinjian Road, Shanghai ,201100,China,
Hangzhou Donglou Bio-nutrient Co., Ltd.
Contact:+86-571-82225795,13967112289
Address:Louta Town, Xiaoshan,Hangzhou,Zhejiang
Xi'an HO-SHINE Bio-Technology Co., Ltd
Contact:+86 (29) 8248-5435/18292020086
Address:No.6 Shiyuan Road Xian City Shaanxi Province, 710048 China
Shuanghe Bio-Technology Limited
Contact:+86-571-61710758,18968016640
Address:Jinqiao north road 916# Fuyang
Doi:10.1055/s-1997-941
(1997)Doi:10.1039/a701154g
(1997)Doi:10.1080/07328319708006134
(1997)Doi:10.1021/acs.orglett.6b00518
(2016)Doi:10.1021/jo00939a001
(1974)Doi:10.1246/bcsj.62.3127
(1989)