发明授权
- 专利标题: Synthesis of amino hydroxy cyclopentenones
- 专利标题(中): 氨基羟基环戊烯酮的合成
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申请号: US221523申请日: 1980-12-30
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公开(公告)号: US4304934A公开(公告)日: 1981-12-08
- 发明人: James R. Bartels-Keith , Eva R. Karger , Jean B. Rogers
- 申请人: James R. Bartels-Keith , Eva R. Karger , Jean B. Rogers
- 申请人地址: MA Cambridge
- 专利权人: Polaroid Corporation
- 当前专利权人: Polaroid Corporation
- 当前专利权人地址: MA Cambridge
- 主分类号: C07C45/51
- IPC分类号: C07C45/51 ; C07C55/02 ; C07F7/18 ; G03C5/30 ; C07C85/00 ; C07C85/11 ; C07C85/24
摘要:
This invention relates to a method of synthesizing 3-amino-2-hydroxy-2-cyclopentenones possessing an aliphatic substituent in the 4-position which comprises reacting cyanoacetamide with an aliphatic aldehyde to yield the corresponding .beta.-substituted-.alpha.,.alpha.'-dicyanoglutaramide, hydrolyzing the amide to the corresponding .beta.-substituted glutaric acid, esterifying the acid to the corresponding dialkyl diester, converting the diester to a 1,2-bis(trimethylsiloxy)-4-substituted cyclopentene by reductive cyclization using chlorotrimethylsilane in the presence of sodium, hydrolyzing and oxidizing the bis(trimethylsiloxy) compound to the 2-hydroxy-4-substituted-2-cyclopentenone in the presence of a cupric salt, nitrosating the 2-cyclopentenone to the 2-hydroxy-4-substituted-5-oximino-2-cyclopentenone, converting the oxime to the 2-acetoxy-3-amino-4-substituted-2-cyclopentenone by reductive acetylation and removing the acetyl group by alkanolysis to yield the 3-amino-2-hydroxy-4-substituted-2-cyclopentenone product.
公开/授权文献
- US4891040A Woven fabric belt 公开/授权日:1990-01-02