(S)-2-[(3,4-Dimethoxy-benzyl)-(2,2,2-trifluoro-acetyl)-amino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester | 58886-91-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-[(3,4-Dimethoxy-benzyl)-(2,2,2-trifluoro-acetyl)-amino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester
• CAS: 58886-91-2
• 化学式: C₂₁H₂₂F₃NO₆
• 分子量: 441.404
• InChiKey: YTQNMQQCYILGGL-INIZCTEOSA-N

物化性质

• 沸点：
  589.7±50.0 °C(Predicted)
• 密度：
  1.311±0.06 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  (S)-2-[(3,4-Dimethoxy-benzyl)-(2,2,2-trifluoro-acetyl)-amino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester 在 [双(三氟乙酰氧基)碘]苯 作用下， 以 2,2,2-三氟乙醇 为溶剂， 反应 0.17h， 以64%的产率得到(3S)-(+)-methyl 2-(trifluoroacetyl)-7,8-dimethoxy-4'-oxo-2,3,4,5-tetrahydro-1H-[2]benzazepine-5-spiro-1'-cyclohexa-2',5'-diene-3-carboxylate
  参考文献：
  名称：

  An Oxidative Intramolecular Phenolic Coupling Reaction for the Synthesis of Amaryllidaceae Alkaloids Using a Hypervalent Iodine(III) Reagent

  摘要：

  The oxidative intramolecular phenolic coupling reaction of norbelladine derivatives (1) was investigated with the aim of preparing amaryllidaceae alkaloids. Spirodienone compounds (2), which are intermediates for the synthesis of an amaryllidaceae alkaloid, (+)-maritidine, or phenol ether derivatives containing the 5,6,7,8-tetrahydrobenzazocine systems (9), were selectively obtained by the reaction of 1 and the hypervalent iodine(III) reagent, phenyliodine(III) bis(trifluoroacetate) (PIFA). Both p-p' coupling (11) and p-o' coupling spirodienone compounds (12) were obtained by the reaction of phenol derivatives having an alkoxy group at the C-3' position (10) with PIFA.

  DOI：

  10.1021/jo9606766