tert-butyl N-[(2S,3R)-1-[tert-butyl(dimethyl)silyl]oxy-15-methyl-3-phenylmethoxyhexadecan-2-yl]carbamate | 942137-30-6

• 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: tert-butyl N-[(2S,3R)-1-[tert-butyl(dimethyl)silyl]oxy-15-methyl-3-phenylmethoxyhexadecan-2-yl]carbamate
• CAS: 942137-30-6
• 化学式: C₃₅H₆₅NO₄Si
• 分子量: 591.991
• InChiKey: WXIPARBXJATAII-AJQTZOPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.43
• 重原子数：
  41
• 可旋转键数：
  23
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2S,3R)-1-[tert-butyl(dimethyl)silyl]oxy-15-methyl-3-phenylmethoxyhexadecan-2-yl]carbamate 在 palladium on activated charcoal 盐酸 、 lithium aluminium tetrahydride 、 氢气 、 双氧水 、 三乙胺 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 乙醚 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2R,3R,3'R)-3-hydroxy-2-(3'-hydroxy-15'-methylhexadecanoylamino)-15-methyl-hexadecan-1-sulfonic acid
  参考文献：
  名称：

  An asymmetric synthesis of sulfobacin A

  摘要：

  A facile synthesis of sulfobacin A has been developed starting from (R)-cyclohexylideneglyceraldehyde (11). The key steps in the synthesis are the highly diastereocontrolled allylation of 11 and syn-selective reduction of a ketone derived from 11. The other attractive features are the operational simplicity and the use of inexpensive compounds/reagents. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.03.115
• 作为产物：
  描述：

  (2R,3R)-15-methyl-3-phenylmethoxyhexadecane-1,2-diol 在 吡啶 、 4-二甲氨基吡啶 、 sodium azide 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 tert-butyl N-[(2S,3R)-1-[tert-butyl(dimethyl)silyl]oxy-15-methyl-3-phenylmethoxyhexadecan-2-yl]carbamate
  参考文献：
  名称：

  An asymmetric synthesis of sulfobacin A

  摘要：

  A facile synthesis of sulfobacin A has been developed starting from (R)-cyclohexylideneglyceraldehyde (11). The key steps in the synthesis are the highly diastereocontrolled allylation of 11 and syn-selective reduction of a ketone derived from 11. The other attractive features are the operational simplicity and the use of inexpensive compounds/reagents. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.03.115

文献信息

• An asymmetric synthesis of sulfobacin A
  作者：Anubha Sharma、Sunita Gamre、Subrata Chattopadhyay

  DOI：10.1016/j.tetlet.2007.03.115

  日期：2007.5

  A facile synthesis of sulfobacin A has been developed starting from (R)-cyclohexylideneglyceraldehyde (11). The key steps in the synthesis are the highly diastereocontrolled allylation of 11 and syn-selective reduction of a ketone derived from 11. The other attractive features are the operational simplicity and the use of inexpensive compounds/reagents. (c) 2007 Elsevier Ltd. All rights reserved.