5,8-bis-benzyloxy-2,3-bis-(tert-butyldimethylsiloxymethyl)-4,6-dimethoxy-naphthalen-1-ol | 362662-46-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,8-bis-benzyloxy-2,3-bis-(tert-butyldimethylsiloxymethyl)-4,6-dimethoxy-naphthalen-1-ol
• 英文别名: 2,3-Bis[[tert-butyl(dimethyl)silyl]oxymethyl]-4,6-dimethoxy-5,8-bis(phenylmethoxy)naphthalen-1-ol
• CAS: 362662-46-2
• 化学式: C₄₀H₅₆O₇Si₂
• 分子量: 705.051
• InChiKey: AGSUGFKACUIVAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.76
• 重原子数：
  49
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  75.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5,8-bis-benzyloxy-2,3-bis-(tert-butyldimethylsiloxymethyl)-4,6-dimethoxy-naphthalen-1-ol 在 sodium tetrahydroborate 、 四丁基氟化铵 、 水 、 四丁基碘化铵 、 potassium carbonate 、 N,N-二异丙基乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 53.5h， 生成 (4,5,8-tris-benzyloxy-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalen-2-yl)-methanol
  参考文献：
  名称：

  Synthesis of the Naphthalene Portion of the Rubromycins

  摘要：

  [GRAPHICS]A synthesis of a reduced version of the naphthazarin found in the rubromycin class of natural products is reported. The naphthalene ring system is formed via a Dotz reaction with a symmetrical alkyne. Differentiation between the C1 ' and C3 ' groups of the Dotz adduct is achieved by selective oxidation since the two methylene groups possess different oxidation potentials.

  DOI：

  10.1021/ol016220e
• 作为产物：
  描述：

  2,5-bis-benzyloxy-1-bromo-3-methoxy-benzene 、 trimethoxonium tetrafluoroborate 、 4,9-二氧杂-3,10-二硅杂十二碳-6-炔,2,2,3,3,10,10,11,11-八甲基- 、 alkaline earth salt of/the/ methylsulfuric acid 以0.376 g的产率得到5,8-bis-benzyloxy-2,3-bis-(tert-butyldimethylsiloxymethyl)-4,6-dimethoxy-naphthalen-1-ol
  参考文献：
  名称：

  Synthesis of the Naphthalene Portion of the Rubromycins

  摘要：

  [GRAPHICS]A synthesis of a reduced version of the naphthazarin found in the rubromycin class of natural products is reported. The naphthalene ring system is formed via a Dotz reaction with a symmetrical alkyne. Differentiation between the C1 ' and C3 ' groups of the Dotz adduct is achieved by selective oxidation since the two methylene groups possess different oxidation potentials.

  DOI：

  10.1021/ol016220e

文献信息

• Synthesis of the Naphthalene Portion of the Rubromycins
  作者：Xu Xie、Marisa C. Kozlowski

  DOI：10.1021/ol016220e

  日期：2001.8.1

  [GRAPHICS]A synthesis of a reduced version of the naphthazarin found in the rubromycin class of natural products is reported. The naphthalene ring system is formed via a Dotz reaction with a symmetrical alkyne. Differentiation between the C1 ' and C3 ' groups of the Dotz adduct is achieved by selective oxidation since the two methylene groups possess different oxidation potentials.