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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: H314-H331-H335
Causes severe skin burns and eye damage. Toxic if inhaled. May cause respiratory irritation.
Precautionary Statements: P260-P264b-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P501c
Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant