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. Author manuscript; available in PMC: 2020 Nov 1.
Published in final edited form as: Bioorg Chem. 2019 Sep 12;92:103280. doi: 10.1016/j.bioorg.2019.103280

Table 2:

Selective conditions for the deprotection of the 2-(trimethylsilyl)ethoxycarbonyl (teoc) group with or without concomitant decarbamoylation.

Starting Material Reagent Equivalent Time Products (yield)
7a 0.6M TAS-F or TBAF, 3 M 5 5 h 5a (63%)
7a 0.095M TBAF, 0.47 M 5 15 h 4a (68%)
7b 0.091 M TBAF, 0.47 M 5.2 4 h 5b (63%)
7b 0.028 M TAS-F, 0.37 M 14 24 h 4b (82%)