Caffeic Acid Phenethyl Ester(CAPE):Synthesis and X-Ray Crystallographic Analysis

• SON Sopheak

  Department of Food Science, Cornell University

• LOBKOWSKY Emil B.

  Department of Chemistry and Chemical Biology, Cornell University

• LEWIS Betty A.

  Division of Nutritional Sciences, Cornell University

書誌事項

タイトル別名

• Caffeic Acid Phenethyl Ester (CAPE): Synthesis and X-Ray Crstallographic Analysis.

抄録

The structure of caffeic acid phenethyl ester [2-propenoic acid, 3-(3, 4-dihydroxyphenyl)-, 2-phenethyl ester] (I), C₁₇H₁₆O₄·1/2C₆H₆, synthesized by base-catalyzed alkylation of caffeic acid salt with β-bromoethylbenzene in HMPA (hexamethylphosphoramide) and recrystallized from benzene, was confirmed by single crystal X-ray diffraction. The crystals are triclinic, space group P¯on;1, Z=2, unit cell dimension a=5.8129 (9) Å, b=11.122 (2) Å, c=13.226 (2) Å, α=97.080 (3)°, β=101.467 (3)°, γ=95.405 (3)°, V=825.4 (2) ų, D_calc=1.301 g/cm³, F(000)=342. The packing of the molecule is stabilized by intermolecular O₁H…O₄ (2.69 Å) and O₁…HO₂ (2.82 Å) hydrogen bonds.

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 49 (2), 236-238, 2001

  公益社団法人 日本薬学会

キーワード

• caffeic acid phenethyl ester
• alkylation reaction
• X-ray diffraction
• hydroxycinnamic acid derivative
• phenolic compound

詳細情報

• CRID: 1390282679136274176
• NII論文ID: 110003615879
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.49.236
• COI: 1:CAS:528:DC%2BD3MXhtVSitLg%3D
• ISSN: 13475223
• ISSN: 00092363
• NDL書誌ID: 5713729
• PubMed: 11217116
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I5713729
• Web Site: http://www.jstage.jst.go.jp/article/cpb/49/2/49_2_236/_pdf
• 本文言語コード: en
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