Acetyl migration in partially acetylated D-glucopyranosides and acylamidohexopyranosides

Rainer Albert; Karl Dax; Arnold Stütz; Hans Weidmann

doi:10.1080/07328308308057874

Acetyl migration in partially acetylated D-glucopyranosides and acylamidohexopyranosides

Rainer Albert, Karl Dax, Arnold Stütz, Hans Weidmann

Institut für Organische Chemie (6410)

Publikation: Beitrag in einer Fachzeitschrift › Artikel › Begutachtung

Abstract

0-4—0-6 Acetyl migrations in partially O-acetylated 2- and 3-acylamidodeoxyhexopyranosides, including derivatives of kanamycin A, were found to be particularly suited to allow the regiospecific accessibility of their respective C-4 OH groups. Partially O-acety-lated D-glucopyranosides, compared to the substrates above, showed slightly different aptitudes of migration. However, all 0-4-0-6 migrations investigated proved to be irreversible under the conditions applied.

Originalsprache	englisch
Seiten (von - bis)	279-299
Fachzeitschrift	Journal of Carbohydrate Chemistry
Jahrgang	2
Ausgabenummer	3
DOIs	https://doi.org/10.1080/07328308308057874
Publikationsstatus	Veröffentlicht - 1983

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10.1080/07328308308057874

Glycochemie und Glycotechnologie
Wrodnigg, T. (Teilnehmer (Co-Investigator)), Stütz, A. (Projektleiter (Principal Investigator)) & Steiner, A. (Teilnehmer (Co-Investigator))
1/01/88 → 31/01/23
Projekt: Arbeitsgebiet

Dieses zitieren

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title = "Acetyl migration in partially acetylated D-glucopyranosides and acylamidohexopyranosides",

abstract = "0-4—0-6 Acetyl migrations in partially O-acetylated 2- and 3-acylamidodeoxyhexopyranosides, including derivatives of kanamycin A, were found to be particularly suited to allow the regiospecific accessibility of their respective C-4 OH groups. Partially O-acety-lated D-glucopyranosides, compared to the substrates above, showed slightly different aptitudes of migration. However, all 0-4-0-6 migrations investigated proved to be irreversible under the conditions applied.",

author = "Rainer Albert and Karl Dax and Arnold St{\"u}tz and Hans Weidmann",

year = "1983",

doi = "10.1080/07328308308057874",

language = "English",

volume = "2",

pages = "279--299",

journal = "Journal of Carbohydrate Chemistry",

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T1 - Acetyl migration in partially acetylated D-glucopyranosides and acylamidohexopyranosides

AU - Albert, Rainer

AU - Dax, Karl

AU - Stütz, Arnold

AU - Weidmann, Hans

PY - 1983

Y1 - 1983

N2 - 0-4—0-6 Acetyl migrations in partially O-acetylated 2- and 3-acylamidodeoxyhexopyranosides, including derivatives of kanamycin A, were found to be particularly suited to allow the regiospecific accessibility of their respective C-4 OH groups. Partially O-acety-lated D-glucopyranosides, compared to the substrates above, showed slightly different aptitudes of migration. However, all 0-4-0-6 migrations investigated proved to be irreversible under the conditions applied.

AB - 0-4—0-6 Acetyl migrations in partially O-acetylated 2- and 3-acylamidodeoxyhexopyranosides, including derivatives of kanamycin A, were found to be particularly suited to allow the regiospecific accessibility of their respective C-4 OH groups. Partially O-acety-lated D-glucopyranosides, compared to the substrates above, showed slightly different aptitudes of migration. However, all 0-4-0-6 migrations investigated proved to be irreversible under the conditions applied.

U2 - 10.1080/07328308308057874

DO - 10.1080/07328308308057874

M3 - Article

SN - 1532-2327

VL - 2

SP - 279

EP - 299

JO - Journal of Carbohydrate Chemistry

JF - Journal of Carbohydrate Chemistry

IS - 3

ER -

Acetyl migration in partially acetylated D-glucopyranosides and acylamidohexopyranosides

Abstract

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Glycochemie und Glycotechnologie

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