A novel synthesis of the (2R,3S)- and (2S3R)-3-amino-2-hydroxycarboxylic acid derivatives, the key components of a renin inhibitor and bestatin, from methyl (R)- and (S-mandelate

Yuko Kobayashi, Yoshiji Takemoto, Yoshio Ito, Shiro Terashima

研究成果: ジャーナルへの寄稿記事

62 引用 (Scopus)

抄録

The title synthesis could be accomplished by featuring the [2+2]-cycloaddition reaction of a chiral imine with benzyloxyketene, alcoholysis of the formed 2-azetidinone derivative, and reductive removal of the mandelate-derived benzylic oxygen by way of a 2-oxazolidone derivative.

元の言語英語
ページ(範囲)3031-3034
ページ数4
ジャーナルTetrahedron Letters
31
発行部数21
DOI
出版物ステータス出版済み - 1990
外部発表Yes

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Oxazolidinones
Imines
Cycloaddition Reaction
Renin
Oxygen
Derivatives
Acids
Cycloaddition
ubenimex
2-azetidinone

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

これを引用

A novel synthesis of the (2R,3S)- and (2S3R)-3-amino-2-hydroxycarboxylic acid derivatives, the key components of a renin inhibitor and bestatin, from methyl (R)- and (S-mandelate. / Kobayashi, Yuko; Takemoto, Yoshiji; Ito, Yoshio; Terashima, Shiro.

:: Tetrahedron Letters, 巻 31, 番号 21, 1990, p. 3031-3034.

研究成果: ジャーナルへの寄稿記事

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abstract = "The title synthesis could be accomplished by featuring the [2+2]-cycloaddition reaction of a chiral imine with benzyloxyketene, alcoholysis of the formed 2-azetidinone derivative, and reductive removal of the mandelate-derived benzylic oxygen by way of a 2-oxazolidone derivative.",
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AU - Takemoto, Yoshiji

AU - Ito, Yoshio

AU - Terashima, Shiro

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