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Enantiospecific synthesis of N-Boc-Adda: a linear approach.
Organic Letters ( IF 4.9 ) Pub Date : 2000 Sep 7
Pearson, C, Rinehart, K L, Sugano, M, Costerison, J R

[structure: see text] Synthesis of the unusual amino acid (2S,3S,8S, 9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid (Adda), a unit of numerous cyanobacterial toxins, is described. Construction of the target molecule was achieved in 13 steps with an overall yield of 40%. The work is highlighted by a novel one-pot transformation from isoxazolidin-5-one intermediate 6 to the final product, a step that can also be used to form beta-amino acids.

中文翻译:

N-Boc-Adda的对映体特异性合成:一种线性方法。

[结构:见正文]合成异常氨基酸(2S,3S,8S,9S)-3-氨基-9-甲氧基-2,6,8-三甲基-10-苯基-4,6-癸二烯酸(Adda ),描述了许多蓝细菌毒素的单位。目标分子的构建以13个步骤完成,总产率为40%。从异恶唑烷-5-酮中间体6到最终产物的新型一锅法转化突出了这项工作,该步骤也可用于形成β-氨基酸。
更新日期:2017-01-31
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