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Efficient synthesis of a 7-azabicyclo[2.2.1]heptane based GlyT1 uptake inhibitor

✍ Scribed by Hui Xiong; William Frietze; Donald W. Andisik; Glen E. Ernst; William E. Palmer; Lindsay Hinkley; Jeffrey G. Varnes; Jeffrey S. Albert; Chris A. Veale

Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
610 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis

An efficient synthetic route based on generation and subsequent electrophilic reaction of a Boc-protected azabicyclo[2.2.1]heptane anion to prepare a potent GlyT1 uptake inhibitor (1) is described.

📜 SIMILAR VOLUMES

ChemInform Abstract: Efficient Synthesis
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## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

Synthesis of 7-azabicyclo[2.2.1]heptane
Synthesis of 7-azabicyclo[2.2.1]heptane derivatives by transformation of tropinone
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## Abstract magnified image The bromination (CuBr~2~, AcOEt/CHCI~3~) plus Favorskii rearrangement (EtONa, EtOH) of __N__‐carbethoxytropinone (**4**), readily available from tropinone (**3**), affords mixtures of __exo__‐ and __endo__‐isomers of 2,7‐dicarbethoxy‐7‐azabicyclo[2.2.1]heptane (**1b**)