A synthesis of neamine.
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概要
- 論文の詳細を見る
Neamine and its position isomer were synthesized from 3,4-di-<I>O</I>-acetyl-2-deoxy-2-(<I>p</I>-methoxybenzylidene-amino)-6-<I>O</I>-tosyl-α-D-glucopyranosyl bromide and racemic 5,6(4,5)-<I>O</I>-cyclohexylidene-2-deoxy-1,3-bis-<I>N</I>-(ethoxycarbonyl) streptamine. Influence of the <I>N</I>-protecting groups of 2-deoxystreptamine derivatives for glycosylation was discussed. The unusual Δ[M]<SUB>TACu</SUB> value of the position isomer of neamine was ascribed to the interaction between the 6′-amino group and other groups.
- 公益社団法人 日本化学会の論文
著者
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Tsuchiya Tsutomu
Institute of Bioorganic Chemistry
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Umezawa Sumio
Institute of Bioorganic Chemistry
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Harayama Akihiko
Institute of Bioorganic Chemistry
関連論文
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- Syntheses of 23-C-substituted derivatives of mycaminosyl tylonolide and 4'-deoxymycaminosyl tylonolide.
- Transformation of dihydrostreptomycin into 3"-deoxydihydrostreptomycin.
- A synthesis of 3'-deoxybutirosin B.
- Structural studies on the cyclic carbamate derivatives of kanamycin A.
- Synthesis of 5-O- and 6-O-methyldihydrostreptomycin.
- Studies on O.RAR.N acyl migration in O-acyl-2-deoxystreptamines.
- Syntheses of 1-epikanamycin A and its 1-N-((S)-4-amino-2-hydroxybutyryl) derivative.
- Syntheses of lividomycin B analogues, 5-O-(3-O-(6-amino-6-deoxy-.BETA.-L-idopyranosyl)-.BETA.-D-ribofuranosyl)-3'-deoxyparomamine and 5-O-(2-O-(6-amino-6-deoxy-.BETA.-L-idopyranosyl)-.BETA.-D-ribofuranosyl)-3'-deoxyparomamine.
- Syntheses of 2',3'-dideoxykanamycin A, 2',3'-dideoxyamikacin and related substances.
- The total synthesis of neomycin C.
- Syntheses of recyclized macrolide antibiotics and related derivatives from mycaminosyltylonolide.
- Reactions of 2-guanidino-1-cyclohexanol with ketals and acetals.
- Synthesis of 5"-deoxy-5"-fluorolividomycin B.
- Synthesis of 2-amino-2,3-dideoxy-L-ribohexose.
- Synthesis of a masked derivative of 3'-deoxydihydrostreptobiosamine, a precursor for the synthesis of 3"-deoxydihydrostreptomycin.
- A synthesis of neamine.
- Synthesis of a lividomycin B analogue, 5-O-[3-O-(2-amino-2-deoxy-.ALPHA.-D-glucopyranosyl)-.BETA.-D-ribofuranosyl]-3'-deoxyparomamine.