In this paper, lactose,ethylene glycol,higher alcohol are used as the raw materail,adopting trans-glycosylation to synthetize lactose-based glycoside surfactant,regarding yield of the product as the target, the optimum conditions of synthesizing lactose-based glycosides were investigated by orthogonal and single factor experiments as follow: reaction temperature 110℃, reaction time 4h, lactose:PTSA: DBSA:ethylene glycol:higher alcohol=1:0.013:0.02:4.9:1.2(mass ratios).The yield is 129.7%,the conversion rate of lactose is 98.37%.The properties of product have been characterized by FT-IR,GC-MS, surface tension and so on.The result shows that the lactose is able to synthetize glycoside surfactant.