Low-cost and multi-gram scale synthesis of chiral Nβ-Boc protected α-Nα-hydrazino diesters

Abstract : An efficient and general low-cost method is described to obtain chiral Nβ-Boc protected α-Nα-hydrazino diester building-blocks (orthogonally and non-orthogonally protected diesters) on multi-gram scale (30 mmol) using two successive SN2 reactions. This method is also convenient for the introduction of both polar and nonpolar side chains on the Nα-atom and represents an inexpensive and attractive alternative compared to the more expensive method using commercial oxaziridine reagents for N-amination of α-amino acids
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https://hal.univ-lorraine.fr/hal-02056826
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Submitted on : Monday, March 4, 2019 - 6:49:05 PM
Last modification on : Wednesday, March 20, 2019 - 4:52:21 PM

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Mohamed Mehawed Abdellatif, Samir Acherar. Low-cost and multi-gram scale synthesis of chiral Nβ-Boc protected α-Nα-hydrazino diesters. Tetrahedron Letters, Elsevier, 2017, 58 (12), pp.1216-1218. ⟨10.1016/j.tetlet.2017.02.026⟩. ⟨hal-02056826⟩

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