((4R,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-tert-butyl-dimethyl-silane | 226950-22-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ((4R,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-tert-butyl-dimethyl-silane
• 英文别名: tert-butyl-[[(4R,5R)-2,2-dimethyl-5-(phenylmethoxymethyl)-1,3-dioxolan-4-yl]methoxy]-dimethylsilane
• CAS: 226950-22-7
• 化学式: C₂₀H₃₄O₄Si
• 分子量: 366.573
• InChiKey: BBXYOQOSLVVFNB-QZTJIDSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.75
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ((4R,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-tert-butyl-dimethyl-silane 在 四丁基氟化铵 作用下， 生成 1-O-benzyl-2,3-O-isopropylidene-D-threitol
  参考文献：
  名称：

  Synthesis of carbohydrates and related polyhydroxylated compounds employing asymmetric dihydroxylation. 1. An access to erythro-diols

  摘要：

  Asymmetric dihydroxylation provides an easy access to tetrose: threose directly from the (E)-olefin 1, and erythrose via an irreversible Payne-type rearrangement - opening process of the threitol cyclic sulfate 5.

  DOI：

  10.1016/s0040-4039(00)60654-8
• 作为产物：
  描述：

  (E)-1-(Benzyloxy)-4-<(tert-butyldimethylsilyl)oxy>-2-butene 在 AD-mix-β 、 camphor-10-sulfonic acid 作用下， 生成 ((4R,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-tert-butyl-dimethyl-silane
  参考文献：
  名称：

  Synthesis of carbohydrates and related polyhydroxylated compounds employing asymmetric dihydroxylation. 1. An access to erythro-diols

  摘要：

  Asymmetric dihydroxylation provides an easy access to tetrose: threose directly from the (E)-olefin 1, and erythrose via an irreversible Payne-type rearrangement - opening process of the threitol cyclic sulfate 5.

  DOI：

  10.1016/s0040-4039(00)60654-8

文献信息

• One-step conversion of silyl/THP ethers into the corresponding acetates
  作者：Kusum L Chandra、P Saravanan、Vinod K Singh

  DOI：10.1016/s0040-4039(01)00967-4

  日期：2001.7

  A variety of silyl and THP ethers were directly converted into the corresponding acetates using acetic anhydride in the presence of a catalytic amount of Cu(OTf)(2) in CH2Cl2. It was observed that MEM ethers could also be cleaved under the same conditions. The reaction was also studied with other Lewis acids. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Synthesis of carbohydrates and related polyhydroxylated compounds employing asymmetric dihydroxylation. 1. An access to erythro-diols
  作者：Soo Y. Ko、Majbeen Malik

  DOI：10.1016/s0040-4039(00)60654-8

  日期：1993.9

  Asymmetric dihydroxylation provides an easy access to tetrose: threose directly from the (E)-olefin 1, and erythrose via an irreversible Payne-type rearrangement - opening process of the threitol cyclic sulfate 5.