Carbohydrate Research p. 31 - 38 (1982)
Update date:2022-09-26
Topics:
Karl, Horst
Lee, Cheang Kuan
Khan, Riaz
The reaction of sucrose with 1.1 mol. equiv. of tert-butyldiphenylsilyl (t-BDPS) chloride in pyridine in the presence of 4-dimethylaminopyridine gave the crystalline 6'-t-BDPS ether 1 in 49percent yield, without recourse to column chromatography.Compound 1 was transformed into the 4,6,1'-trichloride by using sulphuryl chloride.When the silylation reaction of sucrose was performed with 3 mol. equiv. of the reagent, chromatography gave the crystalline 6,6'-di-t-BDPS ether and the 6,1',6'-tri-t-BDPS ether 9 in yield of 78 and 18.7percent, respectively.Compound 9 was obtained as the major product on treatment of sucrose with 4.6 mol.equiv. of the silylating reagent.Removal of the silyl protecting-group in 6,6'-di-O-ter-butyldiphenylsilylsucrose hexabenzoate, using tetrabutylammonium fluoride, proceeded smoothly, but with 4->6 migration of the benzoate.
View MoreHangzhou Ledun Technology Co.,Ltd.
Contact:86-571-18767088918
Address:No.6 street,XiaSha,Hangzhou,China.
website:http://www.np-chem.com
Contact:0086-25-52346877
Address:199, Jian Ye Road, Nanjing, China
Wuxi Forest Biological Co.,Ltd
Contact:+86-510-81602300
Address:Room 317,Building D, No.159 middle Chengjiang Road,Jiangyin Wuxi city.
Contact:+86-371-86058576
Address:NO.32, Jingsan Road, Zhengzhou, China
SHANGHAI T&W PHARMACEUTICAL CO., LTD.
website:http://www.trustwe.com
Contact:+86-21-61551611
Address:601, No. 1, 2277 Nong, Zu Chongzhi Road, Zhangjiang Hightech. Park, Pudong
Doi:10.1248/cpb.51.1413
(2003)Doi:10.1021/ja01272a042
(1938)Doi:10.1021/jo00285a003
(1989)Doi:10.1039/b600304d
(2006)Doi:10.1021/ja01628a105
(1955)Doi:10.1021/jm00294a015
(1971)