49 光学活性α-アミノ酸を用いる各種天然糖の合成 : 五炭糖及び六炭糖の立体特異的合成

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概要

• 論文の詳細を見る

• In the synthesis of optically active compounds from achiral or racemic starting materials, resolution is inevitably required at some stage of the synthetic route. The choice of a suitable optically active starting materials, however, will afford optically active objectives without a resolution step. The present paper describes a new stereospecific synthesis of optically active monosaccharides from optically active α-amino acids. It is shown that methyl 5-O-benzyl-2,3-dideoxy-D-pent-2-enofuranoside (12) prepared from L-glutamic acid (4) and methyl 2,3,6-trideoxy-α-L-hex-2-enopyranosid-4-ulose (40) prepared from L-alanine (25) are potential intermediates for the synthesis of D-pentoses and 6-deoxy-L-hexoses, respectively. Examples are given in which several naturally occurring sugars are prepared in optically pure state without a resolution step via 12 or 25.

• 天然有機化合物討論会の論文
• 1975-10-01

著者

• Koga Kenjiro

  Department Of Pharmaceutics Faculty Of Pharmaceutical Sciences Hokuriku University

• 古賀 憲司

  東大薬

• 山田 俊一

  東大薬

• 大関 正勝

  Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.

• 松井 武明

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 谷口 誠朗

  東大薬

• 大関 正勝

  東大薬

• 殿村 信二

  東大薬

• 松井 武明

  東大薬

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