Not an easy task at all:

first you nees to fully protect clarithromycin, i.e. cyclohexyloxime at carbonyl C9, and peracetylation or persilylation of hydroxy groups, and or cyclic carbonate at C1,C12 diol, then I would form the enolate and quench with bromine or iodine followed by treatment with base to form the alpha-beta unsaturated ester. At this point you are in the right conditions to attempt beta hydroxylation.

Respected Mr.Stefano,

Sir, thank you for your valuable comment and guidance on my question.