The first analogue of Trichodermamide T-1 was synthesized from 3-ethoxycarbonyl-8a- methoxy-4,4a,5,8-tetrahydro-1,2-benzoxazine (1a) in 61.6% by hydrolysis in alkaline alcohol solution and amidation reaction with amino-coumarin(2), subsequently. The structure of the compound T-1 was determined by 1HNMR, 13C-NMR，IR and elemental analysis. Investigation on the hydrolysis reaction showed that the bicyclic oxazine ester (1a) can be converted to the oxazine acid (1c) by losing the –OCH3 group. However, the double oxygen-bearing carbon structure of 8a on the oxazine ring can keep stable in the same condition.