The multi-step preparation of N-Boc-3,4-dehydro-L-proline methyl ester using a modular flow reactor is reported. The use of immobilised reagents and scavengers in pre-packed glass tubes allows us to obtain the pure product in 87% overall yield, 97% purity, and >98% enantiomeric excess without any additional purification step. Our flow-based protocol enables the rapid multi-gram synthesis (about 9 g/12 h) of the desired product.
A highly efficient flow reactor process for the synthesis of N-Boc-3,4-dehydro-L-proline methyl ester / L. Tamborini, P. Conti, A. Pinto, C. De Micheli. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 21:2(2010 Feb 22), pp. 222-225. [10.1016/j.tetasy.2009.12.023]
A highly efficient flow reactor process for the synthesis of N-Boc-3,4-dehydro-L-proline methyl ester
L. Tamborini
Primo
;P. ContiSecondo
;A. PintoPenultimo
;C. De MicheliUltimo
2010
Abstract
The multi-step preparation of N-Boc-3,4-dehydro-L-proline methyl ester using a modular flow reactor is reported. The use of immobilised reagents and scavengers in pre-packed glass tubes allows us to obtain the pure product in 87% overall yield, 97% purity, and >98% enantiomeric excess without any additional purification step. Our flow-based protocol enables the rapid multi-gram synthesis (about 9 g/12 h) of the desired product.
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