The derivative can be found via implicit differentiation. That is, $$ \frac{\mathrm{d}\operatorname{vec}\left(Y\right)}{\mathrm{d}\operatorname{vec}\left(X\right)} = \left(\frac{\mathrm{d} \operatorname{vec}\left(X\right)}{\mathrm{d}\operatorname{vec}\left(Y\right)}\right)^{-1}.$$ It is relatively easy to compute the derivative of $A$ with respect to $f(A)$ since $A = f(A)f(A)^{\top}$. The only trick part is restricting $f(A)$ to be lower triangular. For general $X$, we have $$ \frac{\mathrm{d} \operatorname{vec}\left(XX^{\top}\right)}{\mathrm{d} \operatorname{vec}\left(X\right)} = \left(I + K\right)\left(X\otimes I\right),$$ where $K$ is the [Commutation Matrix][1]. Now to get the derivative with respect to the $\operatorname{vech}$ requires use of the chain rule. This gives $$ \frac{\mathrm{d} \operatorname{vech}\left(XX^{\top}\right)}{\mathrm{d} \operatorname{vech}_{\Delta}\left(X\right)} = L \left(I + K\right)\left(X\otimes I\right) D,$$ where here $L$ is the elimination matrix, and $D$ is the "lower triangular duplication matrix" which has the property that $D \operatorname{vech}\left(M\right) = \operatorname{vec}\left(M\right)$ for lower triangular matrices $M$. The sought derivative is the matrix inverse of the above expression. ## numerical confirmation: Here is a numerical confirmation in R: (note that the ```chol``` function in R is an operator from upper triangular matrices to upper triangular matrices, thus some mucking about with transposes): require(matrixcalc) set.seed(2349024) n <- 6 X <- cov(matrix(rnorm(1000*n),ncol=n)) fnc <- function(X) t(chol(X)) Y <- fnc(X) d0 <- (diag(1,nrow=n^2) + commutation.matrix(r=n)) %*% (Y %x% diag(1,nrow=n)) L <- elimination.matrix(n) d1 <- L %*% d0 %*% t(L) dfin <- solve(d1) # now compute the approximate derivative apx.d <- matrix(rep(NA,length(dfin)),nrow=dim(dfin)[1]) my.eps <- 1e-6 low.idx <- which(lower.tri(diag(1,n),diag=TRUE)) for (iii in c(1:length(low.idx))) { Xalt <- X tweak <- low.idx[iii] Xalt[tweak] <- Xalt[tweak] + my.eps # "Note that only the upper triangular part of 'x' is used..." Yalt <- fnc(t(Xalt)) dY <- (Yalt - Y) / my.eps apx.d[,iii] <- dY[low.idx] } apx.error <- apx.d - dfin max(abs(apx.error)) apx.error The maximum absolute error I get is ```5.606e-07```, on the order of the delta in the input variable, ```1e-06```. [1]: https://en.wikipedia.org/wiki/Commutation_matrix "commutation matrix"