Revidierte Struktur von Verrucarin E. Eine Synthese des Antibioticums und verwandter β‐Acetyl‐Pyrrol‐Derivate. Verrucarine und Roridine, 18. Mitteilung [1]
Abstract The structure of Verrucarin E, an antibiotic isolated from Myrothecium verrucaria , has been corrected (cf. [4]) and shown to be that of 3‐acetyl‐4‐hydroxymethyl‐pyrrole ( 2 ) by comparison with a variety of β‐acetylpyrrole‐derivatives, whose NMR. chemical shifts and coupling constants are...
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crwiley:10.1002/hlca.19690520716 2024-06-23T07:52:03+00:00 Revidierte Struktur von Verrucarin E. Eine Synthese des Antibioticums und verwandter β‐Acetyl‐Pyrrol‐Derivate. Verrucarine und Roridine, 18. Mitteilung [1] Pfäffli, P. Tamm, Ch. 1969 http://dx.doi.org/10.1002/hlca.19690520716 http://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fhlca.19690520716 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fhlca.19690520716 https://onlinelibrary.wiley.com/doi/pdf/10.1002/hlca.19690520716 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Helvetica Chimica Acta volume 52, issue 7, page 1911-1920 ISSN 0018-019X 1522-2675 journal-article 1969 crwiley https://doi.org/10.1002/hlca.19690520716 2024-05-31T08:13:40Z Abstract The structure of Verrucarin E, an antibiotic isolated from Myrothecium verrucaria , has been corrected (cf. [4]) and shown to be that of 3‐acetyl‐4‐hydroxymethyl‐pyrrole ( 2 ) by comparison with a variety of β‐acetylpyrrole‐derivatives, whose NMR. chemical shifts and coupling constants are reported. Verrucarin E ( 2 ) has been synthesized in low yield from 3‐acetylpyrrole ( 12 ). The following previously unknown β‐acetylpyrrole‐derivatives are described: 3‐acetyl‐5‐methyl‐pyrrole‐2‐carbonic‐acid ( 11 ), 4‐acetyl‐2‐methyl‐pyrrole ( 13 ), 3‐acetyl‐4‐formyl‐pyrrole ( 7 ), 3‐acetyl‐1‐hydroxymethyl‐pyrrole ( 14 ), 3‐(3‐hydroxypropionyl)‐pyrrole ( 15 ), 3‐(3‐hydroxy‐2‐hydroxymethyl‐propionyl)‐pyrrole ( 16 ), and 3‐(3‐acetyl‐pyrr‐1‐yl)‐1‐(pyrr‐3‐yl)‐propan‐1‐one ( 17 ). Article in Journal/Newspaper Carbonic acid Wiley Online Library Helvetica Chimica Acta 52 7 1911 1920 |
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English |
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Abstract The structure of Verrucarin E, an antibiotic isolated from Myrothecium verrucaria , has been corrected (cf. [4]) and shown to be that of 3‐acetyl‐4‐hydroxymethyl‐pyrrole ( 2 ) by comparison with a variety of β‐acetylpyrrole‐derivatives, whose NMR. chemical shifts and coupling constants are reported. Verrucarin E ( 2 ) has been synthesized in low yield from 3‐acetylpyrrole ( 12 ). The following previously unknown β‐acetylpyrrole‐derivatives are described: 3‐acetyl‐5‐methyl‐pyrrole‐2‐carbonic‐acid ( 11 ), 4‐acetyl‐2‐methyl‐pyrrole ( 13 ), 3‐acetyl‐4‐formyl‐pyrrole ( 7 ), 3‐acetyl‐1‐hydroxymethyl‐pyrrole ( 14 ), 3‐(3‐hydroxypropionyl)‐pyrrole ( 15 ), 3‐(3‐hydroxy‐2‐hydroxymethyl‐propionyl)‐pyrrole ( 16 ), and 3‐(3‐acetyl‐pyrr‐1‐yl)‐1‐(pyrr‐3‐yl)‐propan‐1‐one ( 17 ). |
format |
Article in Journal/Newspaper |
author |
Pfäffli, P. Tamm, Ch. |
spellingShingle |
Pfäffli, P. Tamm, Ch. Revidierte Struktur von Verrucarin E. Eine Synthese des Antibioticums und verwandter β‐Acetyl‐Pyrrol‐Derivate. Verrucarine und Roridine, 18. Mitteilung [1] |
author_facet |
Pfäffli, P. Tamm, Ch. |
author_sort |
Pfäffli, P. |
title |
Revidierte Struktur von Verrucarin E. Eine Synthese des Antibioticums und verwandter β‐Acetyl‐Pyrrol‐Derivate. Verrucarine und Roridine, 18. Mitteilung [1] |
title_short |
Revidierte Struktur von Verrucarin E. Eine Synthese des Antibioticums und verwandter β‐Acetyl‐Pyrrol‐Derivate. Verrucarine und Roridine, 18. Mitteilung [1] |
title_full |
Revidierte Struktur von Verrucarin E. Eine Synthese des Antibioticums und verwandter β‐Acetyl‐Pyrrol‐Derivate. Verrucarine und Roridine, 18. Mitteilung [1] |
title_fullStr |
Revidierte Struktur von Verrucarin E. Eine Synthese des Antibioticums und verwandter β‐Acetyl‐Pyrrol‐Derivate. Verrucarine und Roridine, 18. Mitteilung [1] |
title_full_unstemmed |
Revidierte Struktur von Verrucarin E. Eine Synthese des Antibioticums und verwandter β‐Acetyl‐Pyrrol‐Derivate. Verrucarine und Roridine, 18. Mitteilung [1] |
title_sort |
revidierte struktur von verrucarin e. eine synthese des antibioticums und verwandter β‐acetyl‐pyrrol‐derivate. verrucarine und roridine, 18. mitteilung [1] |
publisher |
Wiley |
publishDate |
1969 |
url |
http://dx.doi.org/10.1002/hlca.19690520716 http://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fhlca.19690520716 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fhlca.19690520716 https://onlinelibrary.wiley.com/doi/pdf/10.1002/hlca.19690520716 |
genre |
Carbonic acid |
genre_facet |
Carbonic acid |
op_source |
Helvetica Chimica Acta volume 52, issue 7, page 1911-1920 ISSN 0018-019X 1522-2675 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1002/hlca.19690520716 |
container_title |
Helvetica Chimica Acta |
container_volume |
52 |
container_issue |
7 |
container_start_page |
1911 |
op_container_end_page |
1920 |
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1802643247330230272 |