3-溴反式-1,2-环氧环己烷 | 56421-06-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 中文名称: 3-溴反式-1,2-环氧环己烷
• 英文名称: trans-3-bromo-1,2-epoxycyclohexane
• 英文别名: 3-Bromo-1,2-epoxycyclohexane；(1R,2R,6R)-2-bromo-7-oxabicyclo[4.1.0]heptane
• CAS: 56421-06-8
• 化学式: C₆H₉BrO
• 分子量: 177.041
• InChiKey: VCXQSVOFNLPVQU-PBXRRBTRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-溴反式-1,2-环氧环己烷 在 氢溴酸 作用下， 以 吡啶 、 氯仿 为溶剂， 反应 10.0h， 生成 Benzoic acid (1R,2S,6R)-2,6-dibromo-cyclohexyl ester
  参考文献：
  名称：

  Syn bromination of 2-cyclohexen-1-ol benzoates. Isolation of a trans-3-bromocyclohexano-cis-1,2-(2'-anisyl-1',3'-dioxolan-2'-ylium) intermediate

  摘要：

  DOI：

  10.1021/jo00391a034
• 作为产物：
  描述：

  3-溴环己烯 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 48.0h， 生成 cis-3-bromo-1,2-epoxycyclohexane 、 3-溴反式-1,2-环氧环己烷
  参考文献：
  名称：

  Syn bromination of 2-cyclohexen-1-ol benzoates. Isolation of a trans-3-bromocyclohexano-cis-1,2-(2'-anisyl-1',3'-dioxolan-2'-ylium) intermediate

  摘要：

  DOI：

  10.1021/jo00391a034

文献信息

• Diastereoselectivity in the Epoxidation of Substituted Cyclohexenes by Dimethyldioxirane¹^,²
  作者：Robert W. Murray、Megh Singh、Brian L. Williams、Hazel M. Moncrieff

  DOI：10.1021/jo951864j

  日期：1996.1.1

  Three series of compounds based on the cyclohexene framework. have been epoxidized by dimethyldioxirane. A pronounced dependence of epoxide diastereoselectivity on substituent has been observed. In addition there is a solvent influence on this stereoselectivity. The results have been explained by invoking steric, H-bonding, and dipole-dipole influences on the epoxide stereochemistry.
• Regioselective and stereoselective syntheses of 1,2,3-triaminocyclohexane derivatives
  作者：Shikai Zhao、Jeremiah P. Freeman、Constance G. Chidester、Philip F. VonVoigtlander、Stephen A. Mizsak、Jacob Szmuszkovicz

  DOI：10.1021/jo00067a042

  日期：1993.7

  The reactions of trans- and cis-3-bromo-1,2-epoxycyclohexanes with pyrrolidine are described. While in the case of the trans-epoxide 2 the diamino alcohol 3 was obtained in benzene, the cis-epoxide 5 unexpectedly led to bromo amino alcohol 7 in benzene. Compound 7 could be converted to 3 using pyrrolidine in DMF. The trans-3-chloro-1,2-epoxycyclohexane 11 was the source of the isomeric diamino alcohol 4. The diamino alcohols 3 and 4 were used to produce triamines containing two pyrrolidine and one methylamine residues (14, 15, 22). The bromo amino alcohol 7 was used to prepare a triamine containing two methylamine and one pyrrolidine residues (25). The triamines were converted to amide derivatives. The structure of one of these amides (23) was confirmed by single crystal X-ray analysis.
• LIER E.; BERTHOLD R.; TROXLER F., HELV. CHIM. ACTA, 1979, 62, NO 4, 932-940
  作者：LIER E.、 BERTHOLD R.、 TROXLER F.

  DOI：——

  日期：——
• BELLUCCI, GIUSEPPE;BIANCHINI, ROBERTO;VECCHIANI, SANDRA, J. ORG. CHEM., 52,(1987) N 15, 3355-3362
  作者：BELLUCCI, GIUSEPPE、BIANCHINI, ROBERTO、VECCHIANI, SANDRA

  DOI：——

  日期：——
• WOLINSKY J.; THORSTENSON J. H.; KILLINGER T. A., J. ORG. CHEM., 1978, 43, NO 5, 875-881
  作者：WOLINSKY J.、 THORSTENSON J. H.、 KILLINGER T. A.

  DOI：——

  日期：——