HRID356533

反应详情

EQUATION

反应方程式

HRID 356533 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

PROCEDURE

实验过程

The title compound was prepared by dissolving (S) 5-(3-benzyloxy-phenyl)-3-cyclopentyl-3-hydroxy-pentanoic acid tert-butyl ester (1.6 g, 3.8 mmol) from Example CCCCC in methanol (20 mL). Lithium hydroxide (0.32 g, 7.6 mmol) in H2O (5 mL) was added and the reaction heated to reflux overnight, cooled and pumped to dryness under vacuum. The product was partitioned between H2O and Et2O. The aqueous layer was decanted, acidified with 1N HCl and extracted with EtOAc. The organic phase was dried (MgSO4), and concentrated to give the title compound. 1H-NMR (CDCl3) δ 1.3-1.7 (m, 8 H), 1.85-1.95 (m, 2 H), 2.3 (t, 1 H), 2.45-2.7 (m, 4 H), 5.1 (s, 2 H), 6.75-6.85 (m, 3 H), 7.15 (t, 1 H), 7.3-7.45 (m, 5 H).

WORKUP

后处理

  1. customThe title compound was prepared
  2. temperaturethe reaction heated
  3. temperatureto reflux overnight
  4. temperaturecooled
  5. customThe product was partitioned between H2O and Et2O
  6. customThe aqueous layer was decanted
  7. extractionextracted with EtOAc
  8. dry with materialThe organic phase was dried (MgSO4)
  9. concentrationconcentrated