tert-butyldimethylsilyl methyl-d3 ether

• 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: tert-butyldimethylsilyl methyl-d3 ether
• 英文别名: Tert-butyl-dimethyl-(trideuteriomethoxy)silane；tert-butyl-dimethyl-(trideuteriomethoxy)silane
• 化学式: C₇H₁₈OSi
• 分子量: 149.281
• InChiKey: SYFYMKQYUPMRFA-GKOSEXJESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  氘代甲醇 、 t-butyldimethylsilane 在 palladium on activated charcoal 氢气 作用下， 反应 0.5h， 生成 tert-butyldimethylsilanol-d1 、 tert-butyldimethylsilyl methyl-d3 ether
  参考文献：
  名称：

  Undesirable deprotection of O-TBDMS groups by Pd/C-catalyzed hydrogenation and chemoselective hydrogenation using a Pd/C(en) catalyst

  摘要：

  In general, O-TBDMS protective groups have been believed to be stable toward Pd/C-catalyzed hydrogenation conditions. In practice, however, frequent and unexpected loss of the TBDMS protective group of a variety of hydroxyl functions occurred under neutral and mild hydrogenation conditions using 10% Pd/C in MeOH. When a 10% Pd/C-ethylenediamine complex catalyst [10% Pd/C(en)] was used instead of 10% Pd/C, the undesirable problem was perfectly overcome and the chemoselective hydrogenation of reducible functionalities leaving intact the TBDMS protective group was achieved. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00060-6

文献信息

• Undesirable deprotection of O-TBDMS groups by Pd/C-catalyzed hydrogenation and chemoselective hydrogenation using a Pd/C(en) catalyst
  作者：Kazuyuki Hattori、Hironao Sajiki、Kosaku Hirota

  DOI：10.1016/s0040-4020(01)00060-6

  日期：2001.3

  In general, O-TBDMS protective groups have been believed to be stable toward Pd/C-catalyzed hydrogenation conditions. In practice, however, frequent and unexpected loss of the TBDMS protective group of a variety of hydroxyl functions occurred under neutral and mild hydrogenation conditions using 10% Pd/C in MeOH. When a 10% Pd/C-ethylenediamine complex catalyst [10% Pd/C(en)] was used instead of 10% Pd/C, the undesirable problem was perfectly overcome and the chemoselective hydrogenation of reducible functionalities leaving intact the TBDMS protective group was achieved. (C) 2001 Elsevier Science Ltd. All rights reserved.