2-环氧乙烷基甲基三氟乙酸盐 | 69161-63-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-环氧乙烷基甲基三氟乙酸盐
• 英文名称: (RS)-<<(trifluoromethanesulfonyl)oxy>methyl>oxirane
• 英文别名: (trifluoroacetoxy-methyl)-oxirane；Trifluoracetylglycidol；2-Oxiranylmethyl trifluoroacetate；oxiran-2-ylmethyl 2,2,2-trifluoroacetate
• CAS: 69161-63-3
• 化学式: C₅H₅F₃O₃
• 分子量: 170.088
• InChiKey: QTDQEMIRASUWKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-环氧乙烷基甲基三氟乙酸盐 、 (1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,32R,33S,34R,35S,36R,37S,38R,39S,40R,41S,42R)-31,32,33,34,35,36,37,38,39,40,41,42-dodecapentoxy-5,10,15,20,25,30-hexakis(pentoxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontane 生成 (S)-<<(trifluoromethanesulfonyl)oxy>methyl>oxirane
  参考文献：
  名称：

  KONIG, WILFRIED A.;LUTZ, SABINE;WENZ, GERHARD;GORGEN, GUNTHER;NEUMANN, CH+, ANGEW. CHEM., 101,(1989) N, C. 80-81

  摘要：

  DOI：
• 作为产物：
  描述：

  缩水甘油 、 三氟乙酸酐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-环氧乙烷基甲基三氟乙酸盐
  参考文献：
  名称：

  简便的气相色谱法测定手性环氧醇的光学纯度

  摘要：

  短链脂族环氧醇可以容易地拆分，而无需在用α-环糊精的全甲基化羟丙基衍生物包被的柱上进行衍生化。

  DOI：

  10.1016/s0040-4039(00)97628-7

文献信息

• Use of (S)-(trifloxymethyl)oxirane in the synthesis of a chiral .beta.-adrenoceptor antagonist, (R)- and (S)-9-[[3-(tert-butylamino)-2-hydroxypropyl]oximino]fluorene
  作者：John J. Baldwin、David E. McClure、Dennis M. Gross、Michael Williams

  DOI：10.1021/jm00350a009

  日期：1982.8

  Two synthetic approaches were used to prepare, in chirally pure form, the beta-adrenoceptor antagonist 9-[[3-(tert-butylamino)-2-hydroxypropyl]oximino]fluorene (1a). One of these employed the oxazolidine (S)-6 generated from D-mannitol, while the other utilized (S)-[[(trifluoromethanesulfonyl)oxy]methyl]oxirane (4) as the chiral three-carbon fragment. This latter synthesis was designed to incorporate the amino function in the last step. In vitro, a beta 2 selectivity of only 2.2 was observed for 1a. The example, (S)-9-[[3-(tert-amylamino)-2-hydroxypropyl]oximino]fluorene (1b), was also prepared and found to be selective for the beta 1 receptor by a factor of 2.5. In contrast to other beta-adrenoceptor antagonists, the enantiomers of 1a exhibited no chiral preference; i.e., (S)-1a and (R)-1a possessed a similar order of beta-adrenoceptor antagonistic activity.
• HWANG, D. -R.;DENCE, C. S.;BONASERA, T. A.;WELCH, M. J., APPL. RADIAT. AND ISOTOP. A, 40,(1989) N, C. 117-126
  作者：HWANG, D. -R.、DENCE, C. S.、BONASERA, T. A.、WELCH, M. J.

  DOI：——

  日期：——
• A convenient gas chromatographic method for the optical purity determination of chiral epoxy alcohols
  作者：William Dougherty、Frank Liotta、Donna Mondimore、Wilfred Shum

  DOI：10.1016/s0040-4039(00)97628-7

  日期：1990.1

  Short-chain aliphatic epoxy alcohols can be readily resolved without derivatization on a column coated with permethylated hydroxypropyl derivative of α-cyclodextrin.

  短链脂族环氧醇可以容易地拆分，而无需在用α-环糊精的全甲基化羟丙基衍生物包被的柱上进行衍生化。
• KONIG, WILFRIED A.;LUTZ, SABINE;WENZ, GERHARD;GORGEN, GUNTHER;NEUMANN, CH+, ANGEW. CHEM., 101,(1989) N, C. 80-81
  作者：KONIG, WILFRIED A.、LUTZ, SABINE、WENZ, GERHARD、GORGEN, GUNTHER、NEUMANN, CH+

  DOI：——

  日期：——