9-Fluorenylmethyl phosphates

Example 31 Watanabe and Nakatomi in their synthetic studies on unsaturated PI(3,4,5)P3 have employed 9-fluorenylmethyl phosphate derivatives [64]. 

Aminoethyl)piperidine (16) is a base and nucleophile employed for removal of fluorenylmethyl-based protectors during synthesis in solution. The adduct formed with the released moiety can be separated from the peptide ester by extraction into a pH 7.4 phosphate buffer (see Section 7.11). 

Example 30 Bialy and Waldman in their synthesis of protein phosphates 2A inhibitor (4S, 5S, 6S, lOS, US, 12S) cytostatin have found that application of the fluorenylmethyl protecting group (Fm) allowed successful formation of the phosphate moiety [62]. Initial experiments with the methoxybenzyl group, successfully employed in the synthesis of fostriecin [63] failed. The 2-cyanoethyl protecting group was also not suitable because that one 2-cya-noethyl group could be removed without destroying the whole molecule (Examples 25 and 26). 

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