Multigram synthesis of 1-O-acetyl-3-O-(4-methoxybenzyl)-4-N-(9-fluorenylmethoxycarbonyl)-4-N-me thyl-L-pyrrolosamine

作者：Burk Matthew; Wilson Nolan; Herzon Seth B^*

来源：Tetrahedron Letters, 2015, 56(23): 3231-3234.

DOI：10.1016/j.tetlet.2014.12.073

• Lomaiviticin
• Natural products
• Carbohydrate
• Synthesis

The synthesis of 1-O-acetyl-3-O-(4-methoxybenzy1)-4-N-(9-fluorenylmethoxycarbonyl)-4-N-methyl-Lpyrrolosamine (7), which constitutes a protected form of the N,N-dimethyl-L-pyrrolosamine residues found within the antiproliferative bacterial metabolites (-)-lomaiviticins A and B (1 and 2, respectively), is reported. The synthetic route to 7 proceeds in eight steps and 13% overall yield from (E)-crotyl alcohol. The protected carbohydrate 7 is envisioned to be a useful derivative for syntheses of 1 and 2.

• 出版日期2015-6-3