Journal of the Chemical Society. Perkin transactions I p. 2845 - 2850 (1996)
Update date:2022-07-29
Topics:
Gilmore, Jeremy
Prowse, Will
Steggles, David
Urquhart, Michael
Olkowski, Jennifer
The multigram synthesis of (2S)- and (2R)-2-(1-methylethyl)-5-oxo-2-phenylpentanenitriles 9a and 9b is described, using either (4,R)-2,2-dimethyl-1,3-dioxolan-4-ylmethanol or (2R)-butane-1,2,4-triol as chiral auxiliary. The configuration of an intermediate dioxolane 10b is assigned by X-ray crystallography. The synthetic utility of the aldehydes is demonstrated by conversion to both enantiomers of the calcium antagonist noremopamil in >98% enantiomeric excess (ee). The enantiomeric purity of the final amines is assayed by 1H NMR spectroscopy in the presence of the chiral solvating agent (1R)-(-)-2,2,2-trifluoro-1-(9-anthryl)ethanol.
View MoreJiangsu Feymer Technology Co., Ltd.
Contact:+86-512-58110132
Address:Fenghuang Town, Zhangjiagang City, Jiangsu Province, China
Huludao Tianqi Shengye Chemical Co.,Ltd.
Contact:0086 429 2075777
Address:Area B,Shipbuilding Industry Park,Beigang District,Huludao City,Liaoning prov.,China
JiangXi Hong Run Chemical Co., Ltd
Contact:+86-0791-88521351
Address:XingHuo industrial zone in YongXiu county
Contact:+86-18200374913
Address:Hongmei Road, No. 99
shijiazhuang alkay chemicals co..ltd(expird)
Contact:86-311-67692035
Address:2601,juntang building,qiaodong district,shijiazhuang
Doi:10.1021/ja01516a039
(1959)Doi:10.1021/cg2002628
(2011)Doi:10.1080/00397910903221753
(2010)Doi:10.1039/b507401k
(2005)Doi:10.1021/ja8015632
(2008)Doi:10.1021/ja800830h
(2008)
