Journal of the Chemical Society. Perkin transactions I p. 537 - 540 (1996)
Update date:2022-08-11
Topics:
Elemes, Yiannis
Ragnarsson, Ulf
An alternative scheme for the synthesis of enantiopure α-deuteriated amino acids from a common intermediate is presented. Methyl bis(methylsulfanyl)methylene[2,2-2H2]glycinate was prepared in a mixture of MeOD and D2O with a catalytic amount of Na2CO3 and attached to (2R)-bornane-10,2-sultam. Alkylation of the corresponding enolate provided intermediates which after careful purification were first deprotected on nitrogen and then cleaved from the auxiliary to give deuteriated α-amino acids of very high purity (> 99% ee and > 98% D). These were directly converted into the corresponding Boc-L-[2-2H]-Ala, -Leu, -Phe and -(O-Bzl)Tyr derivatives, suitable for application in peptide synthesis. Boc-[2,2-2H2]Gly was also prepared.
View MoreContact:0543-3317184
Address:No.1401, Unit 1, Global building, Binzhou city, shandong PRC.
Weihao Chemtech (ChangZhou) Co., Ltd.(expird)
Contact:051989185693
Address:NO 217 huangshan Rd ,Changzhou
Anhui Gusheng Import&Export CO.,LTD
Contact:86-551-63662296
Address:Jinzhai Road NO.162 ,hefei, china
Oren Hydrocarbons (Qingdao) Co., Ltd.
Contact:+86-532-68607667-801
Address:Room 3 # 302, No.9 Qingyun Road, Qingdao, China
Dongtai Xinyuan Chemical Co., Ltd.
Contact:+86-21-56733000
Address:404F, 99Nong No.117 Zhongtan Rd. Shanghai
Doi:10.1149/1.2731305
(2007)Doi:10.1021/cm400192q
(2013)Doi:10.1002/1521-4184(200110)334:10<332::AID-ARDP332>3.0.CO;2-O
(2001)Doi:10.1021/ja01182a044
(1948)Doi:10.1021/acs.orglett.8b02943
(2018)Doi:10.1016/j.bmc.2006.01.029
(2006)
