Journal of the Chemical Society. Perkin transactions I p. 2328 - 2334 (1981)
Update date:2022-08-03
Topics:
Guthrie, R. D.
Jenkins, Ian D.
Yamasaki, Ryohei
Skelton, Brian W.
White, Allan H.
Treatment of methyl β-D-fructofuranoside (6) with triphenylphosphine and diethyl azodicarboxylate in dimethylformamide gives a high yield of methyl 3,4-anhydro-β-D-tagatofuranoside (5); no blocking of the hydroxy-groups at C-1 and C-6 is necessary.The structure of the product was confirmed by an X-ray structural study of its 1,6-bis-O-(p-tolylsulphonyl) derivative and by an unambiguous synthesis.A similar reaction of methyl α-D-fructofuranoside yielded the 3,4-anhydro-α-D-tagatofuranoside.The reaction mechanism is discussed.
View MoreFREEBARQUE DEVELOPMENT GROUP LIMITED
Contact:+86(0)10-5109 5335 or 5109 5345
Address:Room602,Block1-B,LINGDI OFFICE,NO.13 BEIYUAN ROAD
Nanjing HuiBaiShi Biotechnology Co.,Ltd.
Contact:+86 (25)58745219
Address:No.606 Ningliu Road,LiuHe District.
Beyond Pharmaceutical Co., Ltd
Contact:+86-571-8195-3185
Address:No. 13-1, Liansheng Road, Yuhang District
Shanghai SMEC Trading Co., Ltd.
website:http://www.shanghaismec.com
Contact:+86-21-68811293
Address:ROOM 1101,NO.800 SHANGCHENG RD,SHANGHAI,CHINA
Contact:0512-63006287
Address:no.88.YISHENG Road,etdz-WUJIANG,SUZHOU,CHINA
Doi:10.1021/jo00320a027
(1981)Doi:10.1016/0022-1902(80)80444-1
(1980)Doi:10.1016/S0040-4039(00)71597-8
(1967)Doi:10.1021/jo01300a073
(1980)Doi:10.1248/cpb.31.3424
(1983)Doi:10.1016/S0008-6215(00)84679-0
(1980)