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The 3-phenylpropionate (dihydrocinnamoyl) ester has been used as a protecting group in nucleoside synthesis. Used in the synthesis of 1-Phenyl-3-methyl-4-acyl-5- pyrazolones. N-(3-phenyl-n-propyl)-1-phenyl-2-aminopropane were prepared by acylation of the appropriate amine with 3-phenylpropionyl chloride followed by reduction of the resulting amide with either LiA1H4. For the preparation of the phenylacetyl (PA) and 3-phenylpropionyl (PP) derivatives, the corresponding amino acids were coupled in the usual manner with phenylacetyl chloride or 3-phenylpropionyl chloride in the presence of either NaOH(PA-LD- and DL-Pgly. 3-Phenylpropionyl chloride (4) was treated with diazomethane to give diazoketone. Allyloxy resin 12 was acylated with 3-phenylpropionyl chloride and treated with 50% TFA for 1 h followed by treatment with Pd(PPh3)4/PPh3 in solution to furnish the desired hydrox- amic acid.
Khehyong Ngu,; Dinesh V. Patel. A New and Efficient Solid Phase Synthesis of Hydroxamic Acids. 1997. 1991, 61 (21), 7088-7089.
Masayuki Sakakibara,; Kenji Mori & Masanao Matsui.ynthesis of l,7-Diphenyl-l,3-heptadien-5-one, Oneof the Components in the Fresh Catkin of Alnus pendula . Agricultural and Biological Chemistry. 1972, 36 (10),1825-1827 .
The 3-phenylpropionate (dihydrocinnamoyl) ester has been used as a protecting group in nucleoside synthesis: Tetrahedron Lett., 733 (1969). It can be cleaved enzymatically with ɑ-chymotrypsin at pH 7.8; acetate esters are unaffected: J. Org. Chem., 38, 977; 3575 (1973).
Hazard Statements: H332-H314-H318
Harmful if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage.
Precautionary Statements: P260u-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a
IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.