When a front head of train enters a tunnel at a high speed, compression wave is generated at tunnel entrance due to the confinement effect and propagated along the tunnel with sound of speed. The propagated compression wave is reflected at tunnel exit due to abrupt pressure change at passage. The reflected wave is expansion pressure wave. And when the rear head of train goes through the tunnel entrance, another expansion pressure wave is generated and propagated along the tunnel. The pressure drop occurs seriously around train when the two expansion pressure waves come cross on train in the tunnel. In order to reduce the pressure drop, the compression wave front must be controlled because the intensity and magnitude of pressure drop is nearly proportional to that of compression wave at tunnel entrance. This study relates to reduction of the pressure wave gradient with respect to tunnel entrance shape change with various kind of angle and rounding. The results show characteristics of wave propagation in tunnel, usefulness of characteristic curve to estimate proper time domain size in numerical study and measuring time in actual experiment. Also rounding is contributed to improve pressure wave front even if its radius is very small at tunnel entrance. In order to improve of pressure wave front at tunnel entrance, proper angle is prefered to rounding with big radius and an angle of around 14$^{circ}$ is recommended according to this simulations, And it is expected to reduce additional pressure drop in tunnel when the location and the size of the internal space for attendant equipment are considered in advance.