“…The O-methyloxime, acetyl, and trimethylsilyl ether derivatives, deuterated (D3MO, D3Ac, D9TMSi) or not, were prepared as described earlier (Gréen, 1969b). Derivatives labeled with three deuterium atoms in the methyl ester group were obtained through transmethylation in 0.5 n NaOCD.-, (Gréen, 1969b). When a ketone reacts with methoxyamine, the syn and anti isomers of the O-methyloxime are usually formed, and if the keto group is attached to the five-membered ring of a prostaglandin, the isomers separate on a 1 % Se-30 column.…”