Docetaxel Impurity A is a taxane-derived synthetic byproduct arising from incomplete side-chain modification during Docetaxel synthesis. It retains the core 10-membered tetracyclic ring with a 3โฒ-phenylisoserine ester but features an unmodified hydroxyl group at the C-10 position instead of the fully acetylated side chain. This structural deviation creates a distinct polar functional group profile compared to the parent compound, which incorporates a tert-leucine ester. The impurity serves as an HPLC reference standard for quantifying residual side-chain processing intermediates in Docetaxel drug substance batches.
On RequestC/C=C(\C)/C(=O)O[C@H]1[C@H]2[C@@]([C@H](CC3C2(CO3)OC(=O)C)O)(C(=O)[C@H](C4=C([C@H](CC1(C4(C)C)O)OC(=O)[C@@H](C(C5=CC=CC=C5)NC(=O)OC(C)(C)C)O)C)O)C
InChI=1S/C41H55NO14/c1-11-20(2)34(48)54-33-31-39(10,25(44)17-26-40(31,19-52-26)55-22(4)43)32(47)29(45)27-21(3)24(18-41(33,51)38(27,8)9)53-35(49)30(46)28(23-15-13-12-14-16-23)42-36(50)56-37(5,6)7/h11-16,24-26,28-31,33,44-46,51H,17-19H2,1-10H3,(H,42,50)/b20-11+/t24-,25-,26?,28?,29-,30+,31-,33-,39+,40?,41?/m0/s1
AOEGVETYSHPGBP-KFKCZILZSA-N