ornithine aminotransferase | 9030-42-6

• 分子结构分类: 转移酶 - 转移含氮基团 - 转氨酶
• 英文名称: ornithine aminotransferase
• 英文别名: ornithine delta-transaminase；L-ornithine:alpha-ketoglutarate delta-aminotransferase；OAT；L-ornithine 5-aminotransferase；L-ornithine aminotransferase；ornithine 5-aminotransferase；ornithine transaminase；ornithine-alpha-ketoglutarate aminotransferase；ornithine-2-oxoacid aminotransferase；ornithine-keto acid aminotransferase；ornithine-keto acid transaminase；ornithine-ketoglutarate aminotransferase；ornithine-oxo acid aminotransferase；ornithine:alpha-oxoglutarate transaminase；ornithine---oxo-acid transaminase；ATA-117 transaminase
• CAS: 9030-42-6

反应信息

• 作为试剂：
  描述：

  2-(3-氧代丁基)丙二酸二甲酯 在 glucose dehydrogenase 、 disodium hydrogenphosphate 、 D-丙氨酸 、 葡萄糖 、 ornithine aminotransferase 、 sodium hydroxide 、 L-lactate dehydrogenase 作用下， 以 水 为溶剂， 反应 42.0h， 生成 (6R)-methyl-6-methyl-2-oxopiperidine-3-carboxylate 、 (6R)-methyl-6-methyl-2-oxopiperidine-3-carboxylate
  参考文献：
  名称：

  Convergent Kilogram-Scale Synthesis of Dual Orexin Receptor Antagonist

  摘要：

  MK-6096 is an orexin receptor antagonist in clinical trials for the treatment of insomnia. Herein we describe its first kilogram-scale synthesis. Chirality on the a-methylpiperidine core was introduced in a biocatalytic transamination using a three-enzyme system with excellent enantioselectivity (>99% ee). Low diastereoselectivity of the lactam reduction was overcome by development of a camphor sulfonic acid salt formation and dr upgrade. A chemoselective O-alkylation with 5-fluoro-2-hydroxypyridine was optimized and developed. Overall, 1.2 kg of MK-6069 was prepared in nine steps and 13% overall yield.

  DOI：

  10.1021/op3002678