Preparation and characterization of methyl 11‐amino‐( N‐p ‐toluenesulfonyl)‐9‐ E ‐octadecenoate and methyl 8‐amino‐( N‐p ‐toluenesulfonyl)‐9‐ E ‐octadecenoate | Zendy

Herron Barry F. | Zendy; Bagby Marvin O. | Zendy; Isbell Terry A. | Zendy; Byrdwell Wm. Craig | Zendy; Plattner Ron | Zendy; Weisleder David | Zendy

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Preparation and characterization of methyl 11‐amino‐( N‐p ‐toluenesulfonyl)‐9‐ E ‐octadecenoate and methyl 8‐amino‐( N‐p ‐toluenesulfonyl)‐9‐ E ‐octadecenoate

Author(s) -

Herron Barry F.,

Bagby Marvin O.,

Isbell Terry A.,

Byrdwell Wm. Craig,

Plattner Ron,

Weisleder David

Publication year - 1997

Publication title -

journal of the american oil chemists' society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.512

H-Index - 117

eISSN - 1558-9331

pISSN - 0003-021X

DOI - 10.1007/s11746-997-0128-7

Subject(s) - chemistry , amination , allylic rearrangement , yield (engineering) , mass spectrometry , nuclear magnetic resonance spectroscopy , amino acid , melting point , medicinal chemistry , organic chemistry , chromatography , catalysis , biochemistry , materials science , metallurgy

Allylic amination of methyl oleate with bis( N‐p ‐toluenesulfonyl) sulfodiimide results in a mixture of methyl 11‐amino‐( N‐p ‐toluenesulfonyl)‐9‐ E ‐octadecenoate and methyl 8‐amino‐( N‐p ‐toluenesulfonyl)‐9‐ E ‐octadecenoate in 58% yield. These novel products were isolated and characterized by nuclear magnetic resonance, infrared spectroscopy, mass spectrometry, and melting point. The reaction was analyzed by highperformance liquid chromatography and thin‐layer chromatography.

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