4-溴-苯磺酸-(1,3-二甲基-丁基酯) | 287737-91-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-溴-苯磺酸-(1,3-二甲基-丁基酯)
• 英文名称: 4-bromo-benzenesulfonic acid-(1,3-dimethyl-butyl ester)
• 英文别名: 4-Brom-benzolsulfonsaeure-(1,3-dimethyl-butylester)；4-Methylpentan-2-yl 4-bromobenzenesulfonate
• CAS: 287737-91-1
• 化学式: C₁₂H₁₇BrO₃S
• 分子量: 321.235
• InChiKey: UJDRHHQTTASYPD-UHFFFAOYSA-N

物化性质

• 沸点：
  371.6±25.0 °C(Predicted)
• 密度：
  1.355±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 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：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-溴-苯磺酸-(1,3-二甲基-丁基酯) 在 potassium acetate 、 溶剂黄146 作用下， 生成 反-4-甲基-2-戊烯
  参考文献：
  名称：

  Steric Effects in Elimination Reactions. II. The Effect of the Steric Requirements of Alkyl Substituents upon the Extent and Direction of Unimolecular Elimination in the Solvolysis of Tertiary Alkyl Bromides

  摘要：

  DOI：

  10.1021/ja01618a055
• 作为产物：
  描述：

  4-甲基-2-戊醇 、 4-溴苯磺酰氯 在 吡啶 作用下， 生成 4-溴-苯磺酸-(1,3-二甲基-丁基酯)
  参考文献：
  名称：

  Solution conformations of barbituric acid derivatives: a 3J(13C,1H) NMR study

  摘要：

  The conformations of the 5-alkyl chains of 5,5-dialkylbarbituric acid derivatives in polar and nonpolar media were determined from the magnitudes of the vicinal heteronuclear coupling constants between the alpha-alkyl hydrogens and the carbonyl carbons. The experimental 3J values have been compared to theoretical values, and the conformational populations of the alkyl side chains with respect to the trioxopyrimidine ring have been determined. The results show that all these compounds have a very low barrier to rotation for both butyl and ethyl side chains. The barbiturates that do not have a 1'-methyl group in the butyl side chain, butobarbital and amobarbital, have no preferred conformation for either the butyl or ethyl side chains. However, the compounds with a 1'-methyl group, pentobarbital and alpha-methylamobarbital, exhibit preferred conformation for both alkyl chains. The significance of these results to the relationship between conformations and pharmacological activity is discussed.

  DOI：

  10.1021/jm00375a019

文献信息

• <i>Syn</i>-Selective Synthesis of β-Branched α-Amino Acids by Alkylation of Glycine-Derived Imines with Secondary Sulfonates
  作者：Sha Lou、Grace M. McKenna、Steven A. Tymonko、Antonio Ramirez、Tamas Benkovics、David A. Conlon、Francisco González-Bobes

  DOI：10.1021/acs.orglett.5b02448

  日期：2015.10.16

  syn-selective synthesis of β-branched α-amino acids has been developed based on the alkylation of glycine imine esters with secondary sulfonates. The potassium counterion for the enolate, the solvent, and the leaving group on the electrophile were key levers to maximize the diasteroselectivity of the alkylation. The optimized conditions enabled a straightforward preparation of a number of β-branched α-amino

  甲顺式的β支链α氨基酸体选择性合成已经基于与二次磺酸盐甘氨酸亚胺酯的烷基化得到了发展。烯醇盐，溶剂和亲电试剂上的离去基团的钾抗衡离子是最大化烷基化非对映选择性的关键手段。优化的条件使得能够直接制备可能具有挑战性的许多β-支链α-氨基酸。