Synthesis of (+/-)-2,3-Methanoproline: A Novel Inhibitor of Ethylene Biosynthesis
The title compound, 2-aza-bicyclohexane-1-carboxylic acid (2) was prepared by treatment of N-benzyloxycarbonyl-2,3-dehydroproline tert-butyl ester with diazomethane followed by photolysis of the resulting pyrazoline and deprotection.Its N-acetyl-N'-methyl amide, a peptide mimic, was synthesized and the structure of was confirmed by X-ray diffraction studies.NMR spectroscopy was also used to examine the effect of the cyclopropane ring on its conformation.This 2,3-methanoamino acid (2) was found to be a weak inhibitor of ethylene biosynthesis in cucumber cotyledon strips and germinating squash seeds.The data show that 2 probably inhibits the conversion of 1-aminocyclopropanecarboxylic acid to ethylene in these tissues.
Switzer, Frank L.,Halbeek, Herman Van,Holt, Elizabeth M.,Stammer, Charles H.,Saltveit, Mikal E.
New mercaptoacyl derivatives of substituted prolines which have the general formula STR1 are useful as hypotensive agents.
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(2008/06/13)
MERCAPTOACYL DERIVATIVES OF 3-SUBSTITUTED PROLINE DERIVATIVES
New mercaptoacyl derivatives of 3-substituted proline derivatives are provided which have the general formula STR1 and are useful as hypotensive agents.
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(2008/06/13)
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