Practical synthesis of (S)-pyrrolidin-2-yl-1H-tetrazole, incorporating efficient protecting group removal by flow-reactor hydrogenolysis

Franckevicius, Vilius and Knudsen, KR and Ladlow, M and Longbottom, DA and Ley, SV (2006) Practical synthesis of (S)-pyrrolidin-2-yl-1H-tetrazole, incorporating efficient protecting group removal by flow-reactor hydrogenolysis. SYNLETT, 2006 (6). pp. 889-892. ISSN 0936-5214

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Abstract

A practical, safe, high-yielding and efficient synthesis of (S)-pyrrolidin-2-yl-1H-tetrazole has been developed, which avoids the generation of ammonium azide in the cyclisation step and the use of a 9:1 acetic acid-water mixture as the solvent in the hydrogenation. The previously extended hydrogenolysis reaction time (three days) is now reduced to hours through the use of an H-Cube (TM) (a continuous-flow reactor employing a mixed hydrogen-liquid flow stream).

Item Type:
Journal Article
Journal or Publication Title:
SYNLETT
Uncontrolled Keywords:
/dk/atira/pure/subjectarea/asjc/1600/1605
Subjects:
?? acidorganocatalysisasymmetric mannichprolinerouteflowhydrogenationorganocatalysis5-pyrrolidin-2-yltetrazoleincreased reactivitytetrazolealdol reactionsasymmetricsynthesisorganic chemistry ??
ID Code:
62824
Deposited By:
Deposited On:
18 Mar 2013 09:40
Refereed?:
Yes
Published?:
Published
Last Modified:
15 Jul 2024 13:40