Synthesis of the fungus metabolite cladosin C,Organic & Biomolecular Chemistry

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Synthesis of the fungus metabolite cladosin C
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2017-09-05 00:00:00 , DOI: 10.1039/c7ob01795b
David Linder _{1,

2,

3,

4} , Rainer Schobert _{1,

2,

3,

4}

Affiliation

Cladosin C is one of the few known enaminotetramic acids, isolated from extracts of the deep sea fungus Cladosporium sphaerospermum. It was synthesised in ten steps and 14% overall yield by a late-stage amination of the corresponding 3-acyltetramic acid. This was obtained by a Dieckmann condensation of an N-β-ketoacylaminoester derived from dehydrovalinate and the thioester-terminated side chain containing the stereogenic centre which stemmed from poly-(R)-3-hydroxybutyrate.

中文翻译：

真菌代谢产物cladosin C的合成

Cladosin C是从深海真菌球孢Cladosporium sphaerospermum提取物中分离出来的少数几种已知的烯氨基四酸之一。它是通过十个步骤合成的，总产率为14％，是通过后期胺化相应的3-酰基四甲酸而合成的。这是通过使衍生自脱氢缬氨酸盐的N -β-酮酰基氨基酯与含有源自聚-（R）-3-羟基丁酸酯的立体异构中心的硫酯末端的侧链进行的狄克曼缩合而获得的。

更新日期：2017-09-20

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