benzyl benzyl((3R,4S,5S)-6-(tert-butyl(diphenyl)silyloxy)-4,5-bis(methoxymethoxy)hex-1-en-3-yl)carbamate

• 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: benzyl benzyl((3R,4S,5S)-6-(tert-butyl(diphenyl)silyloxy)-4,5-bis(methoxymethoxy)hex-1-en-3-yl)carbamate
• 英文别名: benzyl N-benzyl-N-[(3R,4S,5S)-6-[tert-butyl(diphenyl)silyl]oxy-4,5-bis(methoxymethoxy)hex-1-en-3-yl]carbamate
• 化学式: C₄₁H₅₁NO₇Si
• 分子量: 697.944
• InChiKey: CUYNGLNRVRCVIX-VFBMNZBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.93
• 重原子数：
  50
• 可旋转键数：
  21
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  75.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  benzyl benzyl((3R,4S,5S)-6-(tert-butyl(diphenyl)silyloxy)-4,5-bis(methoxymethoxy)hex-1-en-3-yl)carbamate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以90%的产率得到benzyl benzyl((3R,4S,5S)-6-hydroxy-4,5-bis(methoxymethoxy)hex-1-en-3-yl)carbamate
  参考文献：
  名称：

  Stereoselective strategy for the synthesis of (+)-polyoxamic acid and some polyhydroxylated pyrrolidines

  摘要：

  An efficient strategy for the synthesis of dihydroxy chiral amino moiety which can be utilized for the synthesis of polyoxamic acid, 1,4-dideoxy-1,4-imino-D-xylitol, and dihydroxy pyrrolidine by using highly diastereoselective nucleophilic addition on chiral imine has been reported. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.126
• 作为产物：
  描述：

  (-)-(2S,3S)-2,3-bis(methoxymethoxy)butane-1,4-diol 在 正丁基锂 、 草酰氯 、 碳酸氢钠 、 magnesium 、 二甲基亚砜 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 11.83h， 生成 benzyl benzyl((3R,4S,5S)-6-(tert-butyl(diphenyl)silyloxy)-4,5-bis(methoxymethoxy)hex-1-en-3-yl)carbamate
  参考文献：
  名称：

  Stereoselective strategy for the synthesis of (+)-polyoxamic acid and some polyhydroxylated pyrrolidines

  摘要：

  An efficient strategy for the synthesis of dihydroxy chiral amino moiety which can be utilized for the synthesis of polyoxamic acid, 1,4-dideoxy-1,4-imino-D-xylitol, and dihydroxy pyrrolidine by using highly diastereoselective nucleophilic addition on chiral imine has been reported. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.126

文献信息

• Stereoselective strategy for the synthesis of (+)-polyoxamic acid and some polyhydroxylated pyrrolidines
  作者：Macha Lingamurthy、Anugula Rajender、Batchu Venkateswara Rao

  DOI：10.1016/j.tetlet.2013.08.126

  日期：2013.11

  An efficient strategy for the synthesis of dihydroxy chiral amino moiety which can be utilized for the synthesis of polyoxamic acid, 1,4-dideoxy-1,4-imino-D-xylitol, and dihydroxy pyrrolidine by using highly diastereoselective nucleophilic addition on chiral imine has been reported. (C) 2013 Elsevier Ltd. All rights reserved.