Journal of the Chemical Society. Perkin transactions I p. 57 - 60 (1985)
Update date:2022-08-04
Topics:
Diolez, Christian
Sarfati, S. Robert
Szabo, Ladislas
In acidic medium the oxazoline derived from 2-<(3RS)-3-acetoxytetradecanamido>-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose readily eliminates elements of acetic acid: it is transformed into an oxazoline that carries an olefinic substituent having the E configuration; this compound, when treated with an alcohol, yields the corresponding β-D-glucosaminide.No elimination takes place with the analogous 3-hydroxy- or 3-benzyloxy-tetradecanamidoglucosamine derivatives. (3R)-3-benzyloxy-tetradecanoic acid was obtained in 60percent yield upon treatment of methyl (3R)-3-hydroxytetradecanoate in benzene with benzyl bromide, silver oxide, and anhydrous calcium sulphate, followed by saponification.Under similar conditions 3,4,6-tri-O-acetyl-1,2-dideoxy-4',5'-dihydro-2-<(2R)-2-hydroxytridecyl>-α-D-glucopyranoso<2,1-d>oxazole was transformed into the corresponding (2R)-2-benzyloxyoxazoline.
View MoreGuangzhou Probig Fine Chemical Co., Ltd.
Contact:020-86297874
Address:No.2, 1/F, No.20, Hetai Road,Hebian Village, Baiyun District,Guangzhou,China
shanghai meicheng chemical co .,ltd(expird)
Contact:+86-21-50677091
Address:Room 302, Building 7, No.1000, Jinhai Road
RongCheng K&S Chemical Co.,Ltd
Contact:0631-7336369
Address:rongcheng ,shandong province china
Contact:86-21-58226973
Address:No 351,Guoshoujing Road, Zhangjiang Hi-tech Park, Pudong, Shanghai, China
Chengdu Aslee Biopharmaceuticals, Inc
Contact:18608018419
Address:Chengdu Aslee Biopharmaceuticals, Inc
Doi:10.1021/jm00145a006
(1985)Doi:10.1021/ja00301a017
(1985)Doi:10.1016/S0040-4039(98)02502-7
(1999)Doi:10.1021/jo00215a037
(1985)Doi:10.1111/cbdd.13576
(2019)Doi:10.1021/jm00147a014
(1985)
