Chemical Conversion of Cyclic .ALPHA.-Amino Acids to Cyclic .ALPHA.-Aminophosphonic Acids.
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- MASHIGE Hironori
- Faculty of Pharmaceutical Sciences of Hokuriku University
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- YOSHIFUJI Shigeyuki
- Faculty of Pharmaceutical Sciences of Hokuriku University
Bibliographic Information
- Other Title
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- Chemical Conversion of Cyclic α-Amino Acids to Cyclic α-Aminophosphonic Acids
- Chemical Conversion of Cyclic アルファ Amino Acids to Cyclic アルファ Aminophosphonic Acids
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Abstract
The oxidative decarboxylation of cyclic α-amino acids having urethane-type N-protecting groups with lead tetraacetate [Pb(OAc)4] gave 2-hydroxy derivatives, which were transformed into the corresponding α-aminophosphonic acid esters by treatment of trialkyl phosphites in the presence of Lewis acids. Deprotection and ester cleavage of the products in the usual manner afforded cyclic α-aminophosphonic acids. The convenient chemical conversion of five- and six-membered cyclic α-amino acids to the corresponding cyclic α-aminophosphonic acids has been accomplished.
Journal
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- Chemical and Pharmaceutical Bulletin
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Chemical and Pharmaceutical Bulletin 49 (5), 531-536, 2001
The Pharmaceutical Society of Japan
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Keywords
Details 詳細情報について
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- CRID
- 1390001204160887424
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- NII Article ID
- 110003615936
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- NII Book ID
- AA00602100
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- COI
- 1:CAS:528:DC%2BD3MXjt1altLo%3D
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- ISSN
- 13475223
- 00092363
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- NDL BIB ID
- 5763306
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- PubMed
- 11383601
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- PubMed
- CiNii Articles
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- Abstract License Flag
- Disallowed