7-Hydroxy-3'-isopropyl-3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-5'-oxazolidin-2'-on | 27830-62-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 7-Hydroxy-3'-isopropyl-3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-5'-oxazolidin-2'-on
• 英文别名: 7-hydroxy-3'-isopropyl-spiro[benzo[b][1,4]dioxepine-3,5'-oxazolidin]-2'-one；3'-isopropyl-7-hydroxy-3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-5'-oxazolidin-2'-one；7'-hydroxy-3-propan-2-ylspiro[1,3-oxazolidine-5,3'-2,4-dihydro-1,5-benzodioxepine]-2-one
• CAS: 27830-62-2
• 化学式: C₁₄H₁₇NO₅
• 分子量: 279.293
• InChiKey: KHCZCTXHMZTMRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  68.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-Hydroxy-3'-isopropyl-3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-5'-oxazolidin-2'-on 、 氢氧化钡 以39%的产率得到
  参考文献：
  名称：

  ROONEY C. S.; STUART R. S.; WASSON B. K.; WILLIAMS H. W. R., CAN. J. CHEM. , 1975, 53, NO 15, 2279-2292

  摘要：

  DOI：
• 作为产物：
  描述：

  7-Amino-3'-isopropyl-3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-5'-oxazolidin-2'-on 、 sodium nitrite 、 硫酸 生成 7-Hydroxy-3'-isopropyl-3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-5'-oxazolidin-2'-on
  参考文献：
  名称：

  ROONEY C. S.; STUART R. S.; WASSON B. K.; WILLIAMS H. W. R., CAN. J. CHEM. , 1975, 53, NO 15, 2279-2292

  摘要：

  DOI：

文献信息

• 3-Hydroxy-3-(1,2,5-thiadiazolyloxyalkanol)-3,4-dihydro-2H-1,5-ben
  申请人：Merck & Co., Inc.

  公开号：US03944560A1

  公开（公告）日：1976-03-16

  3-Hydroxy-3-(substituted-aminoalkyl-3,4-dihydro-2H-1,5-benzodioxepin products are described that exhibit .sym.-advenergic stimulating properties and are therefore suitable for use as bronchodilating agents. The products are prepared essentially by four principal routes from 3-oxo-3,4-dihydro-2H-1,5-benzodioxepins. By one route the 3-oxobenzodioxepin is treated with a nitroalkane to give a 3-hydroxy-3-nitroalkyl-benzodioxepin the nitro group of which is reduced to an amine and the resulting compound reacted with an aldehyde or ketone under hydrogenating conditions to introduce the desired substituent into the amino function. By a second route the 3-oxobenzodioxepin is reacted with an alkali metal nitrile to form the cyanhydrin which upon reduction forms the 3-hydroxy-3-aminoalkyl-benzodioxepin that can be treated with a ketone or aldehyde to give the desired products or can be reacted with sodium nitrite or other agent to form a 3-spiro-benzodioxepin-2-oxirane which upon reaction with an amine provides the desired product. The 3-spiro-benzodioxepin-2'-oxirane also can be obtained by treatment of the 3-oxo-benzodioxepin with a sulfurylide, A fourth method involves forming a benzodioxepin-3-spiro-5'-oxazolidin-2'-one which upon treatment with dilute alkali gives the desired 3-hydroxy-3-(substituted aminoalkyl)-3,4-dihydro-2H-1,5-benzodioxepin The intermediate oxazolidinone compounds can be treated if desired with various agents to attach substituents on the benzenoid moiety of the starting substance. These oxazolidinones exhibit .beta. -stimulating and skeletal muscle relaxant properties.

  描述了具有β-肾上腺素能兴奋作用的3-羟基-3-(取代氨基烷基)-3,4-二氢-2H-1,5-苯并二氧杂环庚烷产品，因此适用于用作支气管扩张剂。这些产品基本上通过从3-氧代-3,4-二氢-2H-1,5-苯并二氧杂环庚烷经四种主要途径制备而成。其中一种途径是将3-氧代苯并二氧杂环庚烷与硝基烷反应，得到3-羟基-3-硝基烷基苯并二氧杂环庚烷，其硝基还原为胺基，然后在氢化条件下将所得化合物与醛或酮反应，以引入所需的取代基到氨基功能中。第二个途径是将3-氧代苯并二氧杂环庚烷与碱金属腈反应，形成氰水合物，还原后形成3-羟基-3-氨基烷基苯并二氧杂环庚烷，可以用酮或醛处理以得到所需的产物，或者可以与亚硝酸钠或其他试剂反应形成3-螺-苯并二氧杂环庚烷-2-环氧烷，再与胺反应以提供所需的产物。也可以通过用磺酰亚胺处理3-氧代苯并二氧杂环庚烷来获得3-螺-苯并二氧杂环庚烷-2'-环氧烷。第四种方法涉及形成苯并二氧杂环庚烷-3-螺-5'-噁唑烷-2'-酮，该化合物在稀碱处理下可得到所需的3-羟基-3-(取代氨基烷基)-3,4-二氢-2H-1,5-苯并二氧杂环庚烷。如果需要，在中间噁唑烷酮化合物上可以用各种试剂处理以在起始物质的苯环部分附加取代基。这些噁唑烷酮化合物表现出β-肾上腺素能兴奋和骨骼肌松弛作用。
• US3944560A
  申请人：——

  公开号：US3944560A

  公开（公告）日：1976-03-16