Studies on Acetylenic Compounds. XXXVI. Total Synthesis of Ethyl 3-Amino-3-deoxy-β-DL-arabinofuranoside

Studies on Acetylenic Compounds. XXXVI. Total Synthesis of Ethyl 3-Amino-3-deoxy-β-DL-arabinofuranoside

Ethyl 5-O-(2'-tetrahydropyranyl)-2, 3-anhydro-β-DL-lyxofuranoside (VIDL) was predominantly formed by the action of alkali on a chlorohydrin derivative, which was prepared by hypochlorous acid addition of 2'-ethoxy-5-(2'-tetrahydropyranyloxy) methyl-2, 5-dihydrofuran (I). Then, ethyl 3...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1963/12/25, Vol.11(12), pp.1569-1575
Hauptverfasser: Iwashige, Tadahiro, Asai, Motoji, Iwai, Issei
Format: Artikel
Sprache:eng
Schlagworte:
Acetylene
Alkynes
Amino Sugars
Chemistry, Pharmaceutical
Old Medline
Spectrum Analysis
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Zusammenfassung:Ethyl 5-O-(2'-tetrahydropyranyl)-2, 3-anhydro-β-DL-lyxofuranoside (VIDL) was predominantly formed by the action of alkali on a chlorohydrin derivative, which was prepared by hypochlorous acid addition of 2'-ethoxy-5-(2'-tetrahydropyranyloxy) methyl-2, 5-dihydrofuran (I). Then, ethyl 3-amino-3-deoxy-β-DL-arabinofuranoside (IXDL) was synthesized from VIDL.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.11.1569