Stereoselective synthesis of (S)-oxiracetam and (S)-GABOB from (R)-glyceraldehyde acetonide

Stereoselective synthesis of (S)-oxiracetam and (S)-GABOB from (R)-glyceraldehyde acetonide

Synthetic routes to (S)-oxiracetam and (S)-GABOB have been developed starting from (R)-glyceraldehyde acetonide through its conversion to an appropriate aldehyde intermediate followed by reductive amination using glycinamide hydrochloride/benzyl amine and subsequent chemical transformations.

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Veröffentlicht in:Tetrahedron letters 2013-05, Vol.54 (21), p.2637-2640
Hauptverfasser: Sanyal, Ishita, Shukla, Brajesh, Barman, Piyali Deb, Banerjee, Asish Kumar
Format: Artikel
Sprache:eng
Schlagworte:
(R)-Glyceraldehyde acetonide
Aldehydes
Amines
Conversion
GABOB
Glycinamide hydrochloride
Hydrochlorides
Oxiracetam
Reductive amination
Synthesis (chemistry)
Tetrahedrons
Transformations
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Zusammenfassung:Synthetic routes to (S)-oxiracetam and (S)-GABOB have been developed starting from (R)-glyceraldehyde acetonide through its conversion to an appropriate aldehyde intermediate followed by reductive amination using glycinamide hydrochloride/benzyl amine and subsequent chemical transformations.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2013.03.035