Here is an incomplete answer which may still satisfy you: By a Taylor series approximation, when $x$ is small,
$$\sin x = x - \frac {x^2} 2 + O(x^3)\\
\sin \sin x = \sin x - \frac { (\sin x)^2 } 2 + O((\sin x)^3) = x - x^2 + O(x^3) \\
\sin \sin \sin x = x - x^2 - \frac { (x - x^2)^2 } 2 + O(x^3) = x - \frac 3 2 x^2 + O(x^3)
$$
and so on... One could show by induction that
$$\underbrace {\sin \sin \ldots \sin }_{n}\ x=x-\frac n 2 x^2 + O(x^3)$$
The constant hidden in the $O$-notation depends on $n$ of course, so this cannot be used to give you precise answers, but you can get an order of magnitude.
For example, how many sines does one need to take to get from $x = \epsilon$ to $x = \frac \epsilon 2$ when $\epsilon$ is small? Let's say $\epsilon - \frac n 2 \epsilon^2 \approx \frac \epsilon 2$; then you need $n \approx \frac 1 \epsilon$ steps.