关键词: Globo-H, 硫苷, 糖烯, 三氯乙酰亚胺酯, 糖苷化反应, 一锅煮法, 线性合成, 固相合成, 糖基转移酶

Tumor-associated hexasaccharide Globo-H is one of the complex carbohydrate antigens anchored on the surface of many cancer cells，such as the prostate and breast cancer cell。Its discovery has led opportunities for the development of carbohydrate-based vaccine and cancer immunotherapy，though the chemical preparation with high purity and efficiency still challenges the synthetic community。The review summarizes the total synthesis progress of Globo-H since its first synthesis by Danishefsky’s glycal assembly strategy in 1995。Other state-of-the-art technologies include Schmidt’s trichloroacetimidate methodology，Boons’ two-directional glycosylation strategy，Wong’s reactivity based one-pot method，Seeberger’s linear solution-phase synthesis and automated solid-phase synthesis，Huang’s multi-component one-pot synthesis as well as the latest enzymatic synthesis。In conclusion concerning the synthetic methodology，thioglycoside is a versatile precursor，glycal，trichloroacetimidate and fluoroglycoside are widely applied，and phosphate glycosyl donor is prominent in solid-phase synthesis。These strategies represent the significant advances and trends of current carbohydrate chemistry.

Key words: Globo-H, thioglycoside, glycal, trichloroacetimidate, glycosylation, one-pot method, linear synthesis, solid-phase synthesis, glycosyltransferase