2-benzyloxy-3-pentanol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-benzyloxy-3-pentanol
• 英文别名: 3-Pentanol, 2-(phenylmethoxy)-；2-phenylmethoxypentan-3-ol
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: YSEVMLVOZYRPFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-benzyloxy-3-pentanol 生成 (2S,3R)-2-benzyloxy-3-pentanol
  参考文献：
  名称：

  SCH 56592（一种新型的唑类抗真菌药）的化学酶学方法

  摘要：

  AbstractChemoenzymatic approaches to the synthesis of two key chiral‐precursors of a new azole antifungal agent, SCH 56592, are described. In particular, the enzymatic diastereoselective acylation of 2‐benzyloxy‐3‐pentanol (7) was developed to produce (2S;3R)‐7 in >97% diastereomeric excess (de) from otherwise unusable mixtures of (2S,3R)/(2S,3S)‐7 (40–80% de). The selectivity and reactivity of commercially available Candida rugosa and Mucor miehei lipases are compared for the acylation of 7 and the hydrolysis of the corresponding butyrate 16a. Of the 17 C. rugosa enzyme preparations that were examined for acylation of 7, two purified enzyme preparations showed no reactivity, five enzymes showed high diastereoselectivity with preference for the (2S,3R)‐isomer, and seven showed a slight preference for the (2S,3S)‐isomer.

  DOI：

  10.1007/s11746-997-0238-2

文献信息

• [EN] A PROCESS FOR THE MANUFACTURE OF POSACONAZOLE<br/>[FR] PROCÉDÉ DE FABRICATION DE POSACONAZOLE
  申请人：METROCHEM API PVT LTD

  公开号：WO2019077627A1

  公开（公告）日：2019-04-25

  The present invention discloses an improved process for the manufacture of Posaconazole, an anti-fungal agent belonging to the category of substituted Tetrahydrofuran Triazole compound. The present invention further describes preparation of formula A and formula B, the key intermediates in the preparation of Posaconazole. The invention also discloses novel intermediates that are useful in the synthesis of Posaconazole.

  本发明公开了一种改进的制备波沙康唑的方法，波沙康唑是一种属于替代四氢呋喃三唑化合物类别的抗真菌药物。本发明进一步描述了制备波沙康唑的关键中间体方程式A和方程式B的方法。该发明还公开了在波沙康唑合成中有用的新型中间体。