Synthesis of some analogues of methyl dehydro-oligobiosaminide (acarviosin)

S Ogawa, K Yasuda, T Takagaki, Y Iwasawa…

Index: Ogawa, Seiichiro; Yasuda, Kuninobu; Takagaki, Tohei; Iwasawa, Yoshikazu; Suami, Tetsuo Carbohydrate Research, 1985 , vol. 141, p. 329 - 334

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Citation Number: 12

Abstract

330 NOTE 1, 2, 3, 4-tetrol”(DL-8) in 2-propanol at 50” for 5 days, followed by acetylation and chromatography on silica gel, afforded the acetylated, diastereoisomeric pseudodisaccharide derivatives 10 (46%),[cr],,+ 54”(chloroform), and 11 (31%),[(Y],,+ 71”(chloroform). The structures of 10 and 11 were supported by elemental analyses and 'Hn. mr data (three coupled signals due to H-4', 5', 6'). Nucleophilic attack at the epoxide ring ...