Tri(propan-2-yl)silyl octadecanoate | 345647-31-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: Tri(propan-2-yl)silyl octadecanoate
• CAS: 345647-31-6
• 化学式: C₂₇H₅₆O₂Si
• 分子量: 440.826
• InChiKey: PSUUZIRQTRWZPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.97
• 重原子数：
  30.0
• 可旋转键数：
  20.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  硫氰酸铵 、 Tri(propan-2-yl)silyl octadecanoate 在 溴 、 三苯基膦 作用下， 以 乙腈 为溶剂， 以90%的产率得到stearoyl isothiocyanate
  参考文献：
  名称：

  稳定的三烷基甲硅烷基酯与 Ph3P(SCN)2 的反应：一种在中性条件下制备酰基和芳基异硫氰酸酯的新方法

  摘要：

  摘要描述了一种高效、温和且新颖的方法，可在中性条件下在室温下原位生成 Ph3P(SCN)2，将稳定的三异丙基甲硅烷基和叔丁基二甲基甲硅烷基羧酸酯一锅法转化为相应的酰基或芳酰基异硫氰酸酯。该方法还用于高产率制备具有杀菌和杀菌活性的2-thioxo-3,4-dihydro-2H-1,3-benzoxazine-4-one。

  DOI：

  10.1081/scc-120014983
• 作为产物：
  描述：

  硬脂酸 、 1-Triisopropylsilanyl-1H-imidazole 生成 Tri(propan-2-yl)silyl octadecanoate
  参考文献：
  名称：

  EFFECTIVE SILYLATION OF CARBOXYLIC ACIDS UNDER SOLVENT-FREE CONDITIONS WITH tert-BUTYLDIMETHYLSILYL CHLORIDE (TBDMSCL) AND TRIISOPROPYLSILYL CHLORIDE (TIPSCL)

  摘要：

  Various types of carboxylic acids can be converted effectively to their corresponding TBDMS and TIPS esters using TBDMSCI and TIPSCI in the presence of imidazole under solvent-free conditions. The advantage of this modified method in comparison with that reported by Corey is the elimination of DMF, which eliminates aqueous work-up. The method is not a time-consuming process and the reactions proceed spontaneously. By this method, absolute chemoselectivity for the protection of carboxylic acid functions in the presence of 2 degrees, 3 degrees hydroxyl groups are observed.

  DOI：

  10.1080/10426500008076532

文献信息

• EFFECTIVE SILYLATION OF CARBOXYLIC ACIDS UNDER SOLVENT-FREE CONDITIONS WITH <i>tert</i>-BUTYLDIMETHYLSILYL CHLORIDE (TBDMSCL) AND TRIISOPROPYLSILYL CHLORIDE (TIPSCL)
  作者：Habib Firouzabadi、Naser Iranpoor、Hamid Reza Shaterian

  DOI：10.1080/10426500008076532

  日期：2000.1.1

  Various types of carboxylic acids can be converted effectively to their corresponding TBDMS and TIPS esters using TBDMSCI and TIPSCI in the presence of imidazole under solvent-free conditions. The advantage of this modified method in comparison with that reported by Corey is the elimination of DMF, which eliminates aqueous work-up. The method is not a time-consuming process and the reactions proceed spontaneously. By this method, absolute chemoselectivity for the protection of carboxylic acid functions in the presence of 2 degrees, 3 degrees hydroxyl groups are observed.
• REACTION OF STABLE TRIALKYLSILYL ESTERS WITH Ph₃P(SCN)₂: A NOVEL METHOD FOR THE PREPARATION OF ACYL AND AROYL ISOTHIOCYANATES UNDER NEUTRAL CONDITION
  作者：N. Iranpoor、H. Firouzabadi、H. R. Shaterian

  DOI：10.1081/scc-120014983

  日期：2002.1

  one-pot conversion of stable triisopropylsilyl- and tert-butyldimethylsilyl carboxylates to their corresponding acyl- or aroyl isothiocyanates using in-situ generation of Ph3P(SCN)2 at room temperature under neutral condition. This method has also been applied for the high yield preparation of 2-thioxo-3,4-dihydro-2H-1,3-benzoxazine-4-one, which has fungicidal and bactericidal activities.

  摘要描述了一种高效、温和且新颖的方法，可在中性条件下在室温下原位生成 Ph3P(SCN)2，将稳定的三异丙基甲硅烷基和叔丁基二甲基甲硅烷基羧酸酯一锅法转化为相应的酰基或芳酰基异硫氰酸酯。该方法还用于高产率制备具有杀菌和杀菌活性的2-thioxo-3,4-dihydro-2H-1,3-benzoxazine-4-one。