2-[(5-bromopentan-2-yl)oxy]tetrahydro-2H-pyran | 64584-96-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 2-[(5-bromopentan-2-yl)oxy]tetrahydro-2H-pyran
• 英文别名: 1-bromo-4-tetrahydropyranyloxypentane；opt. inakt. 1-Brom-4--pentan；2-(5-bromopentan-2-yloxy)oxane
• CAS: 64584-96-9；67425-31-4
• 化学式: C₁₀H₁₉BrO₂
• 分子量: 251.164
• InChiKey: ANSARXDERMNJNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[(5-bromopentan-2-yl)oxy]tetrahydro-2H-pyran 在 正丁基锂 作用下， 以 水 、 乙腈 为溶剂， 反应 20.0h， 生成 (5R,7R)-7-Methyl-1,6-dioxaspiro<4.5>decane
  参考文献：
  名称：

  Chemico-enzymatic syntheses of racemic and chiral isomers of 7- methyl-1,6-dioxaspiro[4.5]decane

  摘要：

  Porcine pancreatic lipase (PPL) mediated resolution of 6-heptene-2-ol afforded the enantiomers in high optical purities. Alkylation products of the dianion of the 2-4'-hydroxypentyl-1,3-dithiane prepared from the enantiomers, followed by alkylative hydrolysis, afforded 97% optically pure E-7-methyl-1,6-dioxaspiro[4.5]decane.

  DOI：

  10.1016/s0040-4020(01)86372-9
• 作为产物：
  描述：

  5-溴-2-戊酮 在 sodium tetrahydroborate 、 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 3.75h， 生成 2-[(5-bromopentan-2-yl)oxy]tetrahydro-2H-pyran
  参考文献：
  名称：

  Audin, Patrick; Doutheau, Alain; Gore, Jacques, Bulletin de la Societe Chimique de France, 1984, vol. 2, # 7-8, p. 297 - 306

  摘要：

  DOI：

文献信息

• Synthese von (±)-Diplodialid B und A
  作者：Ashokkumar B. Shenvi、Hans Gerlach

  DOI：10.1002/hlca.19800630835

  日期：1980.12.10

  Synthesis of (±)-Diplodialide B and A

  （±）-双双氮内酯B和A的合成
• Synthesis and Cytotoxicity of 1,4-Naphthoquinone Oxime Derivatives
  作者：Q. Zhang、J. Dong、Q. Meng、G. Huang、S. Li

  DOI：10.1134/s1070363218110221

  日期：2018.11

  A series of hydroxylated 1,4-naphthoquinone oximes were designed and synthesized. The in vitro cytotoxicity of these compounds was evaluated against five human cancer cell lines and human skin fibroblast cell line. Among them, compounds (1E,4E)-6-1-[(5-Hydroxypentyl)oxy]-2,2-dimethylbut-3-en-1-yl}-5,8- dimethoxynaphthalene-1,4-dione dioxime and (1E,4E)-6-1-[(6-Hydroxyhexyl)oxy]-2,2-dimethylbut-3-en-1-yl}-5,8-dimethoxynaphthalene-1,4-dione dioxime displayed higher cytotoxicity in three cancer cell lines than the positive drug 5-fluorouracil
• AUDIN, P.;DOUTHEAU, A.;GORE, J., BLL. SOC. CHIM. FR., 1984, N 7-8, 297-306
  作者：AUDIN, P.、DOUTHEAU, A.、GORE, J.

  DOI：——

  日期：——
• Audin, Patrick; Doutheau, Alain; Gore, Jacques, Bulletin de la Societe Chimique de France, 1984, vol. 2, # 7-8, p. 297 - 306
  作者：Audin, Patrick、Doutheau, Alain、Gore, Jacques

  DOI：——

  日期：——
• Chemico-enzymatic syntheses of racemic and chiral isomers of 7- methyl-1,6-dioxaspiro[4.5]decane
  作者：Sowmianarayanan Ramaswamy、Allan C. Oehlschlager

  DOI：10.1016/s0040-4020(01)86372-9

  日期：1991.1

  Porcine pancreatic lipase (PPL) mediated resolution of 6-heptene-2-ol afforded the enantiomers in high optical purities. Alkylation products of the dianion of the 2-4'-hydroxypentyl-1,3-dithiane prepared from the enantiomers, followed by alkylative hydrolysis, afforded 97% optically pure E-7-methyl-1,6-dioxaspiro[4.5]decane.