Tetrahedron Asymmetry p. 1271 - 1282 (1992)
Update date:2022-08-04
Topics:
Nanjappan, P.
Ramalingam, K.
Nowotnik, D. P.
The four stereoisomers of 1-azabicyclo<2.2.2>oct-3-yl-α-hydroxy-α-(4-phenylboronic acid)-α-phenylacetate (QNB boronic acids, 1a-1d) were synthesized initially via 1-azabicyclo<2.2.2>oct-3-yl-α-hydroxy-α-(4-iodophenyl)-α-phenylacetate (iodo-QNBs, 6a-6d) using an adaptation of a published procedure.The number of steps involved were reducted substantially using a distinctly different approach.This involved the synthesis of diastereoisomers of QNB-boronic acid, followed by separation and isolation of enantiomers by preparative reversed-phase HPLC.An improved method of synthesis of α-hydroxy-α-(4-aminophenyl)-α-phenyl-acetic acid (3a and 3b) from α-hydroxy-α-(4-nitrophenyl)-α-phenylacetic acid (2a and 2b) is also described.
View MoreTai zhou world Pharm & Chem Co., Ltd
Contact:+86-576-85301198
Address:Rome 1001,wangjiang plaza,unti 2,jinshan east Road linhai,zhejiang,china
Suzhou Howsine Biological Technology Co.,Ltd(expird)
website:http://www.howsine.com
Contact:86-512-67262751
Address:No 3,Weihua Road ,Suzhou Industrial Park ,Jiangsu ,China.
Xi’an Gaoyuan Bio-Chem Co.,Ltd.
Contact:+86-29-65692259
Address:R11702, Block B, Greenland Soho, 1st Zhangba Rd, Xi'an Hi-tech Zone, Xi'an, Shaanxi, China. 710065
Dezhou Longteng Chemical Co., Ltd.
website:http://www.sodium-methoxide.cn/
Contact:0086-18866052283
Address:Xinhua Industrial Zone, Dezhou City, Shandong Province, China
Contact:86-25-84683399
Address:605, Phoenix Herui Plaza, No.389, South Taiping Road, Nanjing, China 210002
Doi:10.1007/s10593-018-2237-7
()Doi:10.1002/chem.201203462
(2013)Doi:10.1007/s00044-013-0726-x
(2014)Doi:10.1039/c39920001571
(1992)Doi:10.1016/j.tetasy.2013.05.028
(2013)Doi:10.1016/j.tet.2021.131927
(2021)