Clean six-step synthesis of a piperidino-thiomorpholine library using polymer-supported reagents
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Jörg Habermann, Steven V. Ley and James S. Scott
Abstract
References
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Diethylaminomethyl polystyrene was
prepared by heating a suspension of chloromethylpolystyrene in N,N-dimethylformamide
with diethylamine in the presence of a catalytic amount of tetra-N-butylammonium
iodide at 75 °C for 20 h.
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Yield for reaction from precursor
compound.
Masses given are
obtained in positive mode and are M + H or in some cases M + NH4.
No mass ions were observed for compounds 2b and 2d under ES-MS
conditions.
cis:trans
ratio by separation was determined to be ∼1∶2.
Quantitative
on 40 mg scale, 74% on 200 mg scale.
About
60% conversion after 2 days, but reaction does not go to completion on extended
reaction time.
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