(2S,3S,4R,5R,6R)-2-[3-[tert-butyl(diphenyl)silyl]oxypropyl]-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-ol | 1037204-41-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3S,4R,5R,6R)-2-[3-[tert-butyl(diphenyl)silyl]oxypropyl]-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-ol
• CAS: 1037204-41-3
• 化学式: C₄₆H₅₄O₆Si
• 分子量: 731.017
• InChiKey: ISWQTNAERXLEOM-JXXGGQSTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.86
• 重原子数：
  53
• 可旋转键数：
  18
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2S,3S,4R,5R,6R)-2-[3-[tert-butyl(diphenyl)silyl]oxypropyl]-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-ol 、 (Z)-γ-(methoxyallyl)tributylstannane 生成 (2R,3R,4S,4aS,6S,7R,9aS)-6-ethenyl-3,4-bis(phenylmethoxy)-2-(phenylmethoxymethyl)-3,4,4a,6,7,8,9,9a-octahydro-2H-pyrano[3,2-b]oxepin-7-ol
  参考文献：
  名称：

  A cross-metathesis approach to the stereocontrolled synthesis of the AB ring segment of ciguatoxin

  摘要：

  Synthesis of the AB ring segments of ciguatoxin is described. The present synthesis includes a Lewis acid mediated cyclization of allylstannane with aldehyde, cross-metathesis reaction introducing the side chain, and Grieco-Nishizawa dehydration on the A ring. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.145
• 作为产物：
  描述：

  叔丁基二苯基氯硅烷 、 3-C-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)1-propanol 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以100%的产率得到(2S,3S,4R,5R,6R)-2-[3-[tert-butyl(diphenyl)silyl]oxypropyl]-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-ol
  参考文献：
  名称：

  A cross-metathesis approach to the stereocontrolled synthesis of the AB ring segment of ciguatoxin

  摘要：

  Synthesis of the AB ring segments of ciguatoxin is described. The present synthesis includes a Lewis acid mediated cyclization of allylstannane with aldehyde, cross-metathesis reaction introducing the side chain, and Grieco-Nishizawa dehydration on the A ring. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.145

文献信息

• A cross-metathesis approach to the stereocontrolled synthesis of the AB ring segment of ciguatoxin
  作者：Isao Kadota、Takashi Abe、Miyuki Uni、Hiroyoshi Takamura、Yoshinori Yamamoto

  DOI：10.1016/j.tetlet.2008.03.145

  日期：2008.5

  Synthesis of the AB ring segments of ciguatoxin is described. The present synthesis includes a Lewis acid mediated cyclization of allylstannane with aldehyde, cross-metathesis reaction introducing the side chain, and Grieco-Nishizawa dehydration on the A ring. (C) 2008 Elsevier Ltd. All rights reserved.