NDLI: A synthesis of 4-hydroxy-2-trans-nonenal and 4-(3H) 4-hydroxy-2-trans-nonenal

Content Provider	Semantic Scholar
Author	Chandra, Animesh Srivastava, Satish K.
Copyright Year	1997
Abstract	Abstract4-Hydroxy-2-trans-nonenal, the most abundant and toxic unsaturated aldehyde generated during membrane lipid peroxidation, was synthesized starting from fumaraldehyde dimethyl acetal. In the first step of the synthesis, the fumaraldehyde dimethyl acetal was partially hydrolyzed using amberlyst catalyst to obtain the monoacetal. The 4-hydroxy-2-trans-nonenal was synthesized by the Grignard reaction of the fumaraldehyde monoacetal with 1-bromopentane. 4-Hydroxy-2-trans-nonenal, obtained as its dimethylacetal, was oxidized to its corresponding 4-keto derivative using pyridinium chlorochromate buffered with sodium acetate as the oxidizing agent. 4-(3H) 4-Hydroxy-2-trans-nonenal was obtained in one step by the sodium borotriteride reduction of the 4-keto derivative.
Starting Page	779
Ending Page	782
Page Count	4
File Format	PDF HTM / HTML
DOI	10.1007/s11745-997-0100-6
Alternate Webpage(s)	https://page-one.springer.com/pdf/preview/10.1007/s11745-997-0100-6
PubMed reference number	9252968
Alternate Webpage(s)	https://doi.org/10.1007/s11745-997-0100-6
Journal	Medline
Volume Number	32
Journal	Lipids
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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