trans 2-benzoyloxymethyl-5-hydroxy-1,3-oxathiolane | 360778-30-9

• 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: trans 2-benzoyloxymethyl-5-hydroxy-1,3-oxathiolane
• 英文别名: 2-BENZOYLOXYMETHYL-5-HYDROXY-1,3-OXATHIOLANE；(5-Hydroxy-1,3-oxathiolan-2-yl)methyl benzoate
• CAS: 360778-30-9
• 化学式: C₁₁H₁₂O₄S
• 分子量: 240.28
• InChiKey: RTUQCFYOTBDBRF-UHFFFAOYSA-N

物化性质

• 沸点：
  412.8±45.0 °C(Predicted)
• 密度：
  1.338±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  81.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 trans 2-benzoyloxymethyl-5-hydroxy-1,3-oxathiolane 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 16.0h， 以2.2 g的产率得到4-acetoxy-2-acyloxymethyl-1,3-oxathiolane
  参考文献：
  名称：

  Facile Preparation of α‐Acyloxyacetaldehyde, a Versatile Intermediate in the Synthesis of Antiviral Nucleosides

  摘要：

  This report describes a novel and simple method for the preparation of a versatile intermediate, alpha-acyloxyacetaldehyde and its acetals, and its application to the synthesis of 4-acetoxy-2-acyloxymethyl-1,3-oxathiolane, an important intermediate in the synthesis of biologically active nucleosides.

  DOI：

  10.1081/scc-120037904
• 作为产物：
  描述：

  sodium benzoate 在 甲酸 、 三氟化硼乙醚 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 trans 2-benzoyloxymethyl-5-hydroxy-1,3-oxathiolane
  参考文献：
  名称：

  Facile Preparation of α‐Acyloxyacetaldehyde, a Versatile Intermediate in the Synthesis of Antiviral Nucleosides

  摘要：

  This report describes a novel and simple method for the preparation of a versatile intermediate, alpha-acyloxyacetaldehyde and its acetals, and its application to the synthesis of 4-acetoxy-2-acyloxymethyl-1,3-oxathiolane, an important intermediate in the synthesis of biologically active nucleosides.

  DOI：

  10.1081/scc-120037904

文献信息

• Processes for preparing substituted 1,3-oxathiolanes with antiviral
  申请人：Biochem Pharma Inc.

  公开号：US05466806A1

  公开（公告）日：1995-11-14

  Disclosed are processes for preparing compounds of the formula (I) and pharmaceutically acceptable salts or esters thereof: ##STR1## wherein R.sub.2 is a purine or pyrimidine base or an analogue or derivative thereof; and Z is S, S.dbd.O or SO.sub.2. The invention also relates to intermediates of use in the preparation of these compounds.

  揭示了制备式(I)化合物及其药用可接受盐或酯的过程：##STR1## 其中R.sub.2是嘌呤或嘧啶碱基或其类似物或衍生物；Z为S、S.dbd.O或SO.sub.2。该发明还涉及在制备这些化合物过程中使用的中间体。
• Processes for preparing substituted 1, 3-oxathiolanes with antiviral properties
  申请人：BioChem Pharma Inc.

  公开号：US20010041797A1

  公开（公告）日：2001-11-15

  Disclosed are processes for preparing compounds of the formula (I) and pharmaceutically acceptable salts or esters thereof: 1 wherein R 2 is a purine or pyrimidine base or an analogue or derivative thereof; and Z is S, S═O or SO 2 . The invention also relates to intermediates of use in the preparation of these compounds.

  本发明涉及制备式(I)化合物及其药学上可接受的盐或酯的过程：其中R2是嘌呤或嘧啶基或其类似物或衍生物；Z是S、S═O或SO2。本发明还涉及在制备这些化合物过程中使用的中间体。
• Substituted-1,3-oxathiolanes and substituted-1,3-dioxolanes with antiviral properties
  申请人：——

  公开号：US20040254201A1

  公开（公告）日：2004-12-16

  Disclosed are compounds of the formula wherein R 1 is hydrogen or an acyl group having 1 to 16 carbon atoms; R 2 is a purine or pyrimidine base or an analogue or derivative thereof; Z is O, S, S═O or SO 2 ; and pharmaceutically acceptable derivatives thereof. Also described are processes for and intermediates of use in their preparation, pharmaceutical compositions containing these compounds, and the use of these compounds in the antiviral treatment of mammals.

  本发明公开了下列化合物：其中R1为氢或1至16个碳原子的酰基基团；R2为嘌呤或嘧啶碱基或其类似物或衍生物；Z为O、S、S═O或SO2；以及其药学上可接受的衍生物。还公开了用于制备这些化合物的过程和中间体，含有这些化合物的制药组合物，以及在哺乳动物的抗病毒治疗中使用这些化合物的方法。
• Synthesis of substituted 1,3-dioxolanes and substituted 1,3-oxathiolanes with antiviral properties
  申请人：BioChem Pharma Inc.

  公开号：US20030087918A1

  公开（公告）日：2003-05-08

  Disclosed are compounds of the formula wherein R 1 is hydrogen or an acyl group having 1 to 16 carbon atoms; R 2 is a purine or pyrimidine base or an analogue or derivative thereof; Z is O, S, S═O or SO 2 ; and pharmaceutically acceptable derivatives thereof. Also described are processes for and intermediates of use in their preparation, pharmaceutical compositions containing these compounds, and the use of these compounds in the antiviral treatment of mammals.

  本发明涉及的化合物的通式为其中R1为氢或具有1至16个碳原子的酰基；R2为嘌呤或嘧啶碱基或其类似物或衍生物；Z为O、S、S═O或SO2；以及其药学上可接受的衍生物。本发明还描述了用于制备这些化合物的过程和中间体、含有这些化合物的制药组合物以及这些化合物在哺乳动物的抗病毒治疗中的使用。
• Substituted-1, 3-oxathiolanes and substituted-1, 3-dioxolanes with antiviral properties
  申请人：Belleau Bernard

  公开号：US20070037977A1

  公开（公告）日：2007-02-15

  Disclosed are compounds of the formula wherein R 1 is hydrogen or an acyl group having 1 to 16 carbon atoms; R 2 is a purine or pyrimidine base or an analogue or derivative thereof; Z is O, S, S═O or SO 2 ; and pharmaceutically acceptable derivatives thereof. Also, described are process for and intermediates of use in their preparation, pharmaceutical compositions containing these compounds, and the use of these compounds in the antiviral treatment of mammals.

  本发明涉及的化合物的结构式如下：其中R1是氢或具有1至16个碳原子的酰基基团；R2是嘌呤或嘧啶碱基或其类似物或衍生物；Z是O、S、S═O或SO2；以及其药学上可接受的衍生物。还描述了用于制备这些化合物的过程和中间体，含有这些化合物的药物组合物，以及这些化合物在哺乳动物的抗病毒治疗中的使用。