Deprotection of a primary Boc group under basic conditions

Norma J. Tom, Wendy M. Simon, Heather N. Frost, Marcus Ewing

Tetrahedron Letters · 2004 · 10.1016/j.tetlet.2003.11.108

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★ 5.0 1 rating
5 : Major extension (new functional group) ×1
4 : Minor extension (no new functional group) –
3 : Reproduced as published –
2 : Reproduced with deviation –
1 : Did not work –
– : Extension failed / Inconclusive –

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Postdoc
11 Aug 2026
★ 5 : Major extension (new functional group)

The synthesis protocol works exactly as described. I consistently got 88-90 % yields. The protocol also works on THF at 60 °C. The reaction is forgiving regarding the equivalents added water.