2-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxymethyl-6-methoxy-3,4-dihydro-2H-naphthalen-1-one | 1107609-69-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxymethyl-6-methoxy-3,4-dihydro-2H-naphthalen-1-one
• CAS: 1107609-69-7
• 化学式: C₂₉H₃₄O₄Si
• 分子量: 474.672
• InChiKey: OEDHVQDFJYIGIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  34.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxymethyl-6-methoxy-3,4-dihydro-2H-naphthalen-1-one 在 sodium tetrahydroborate 、 N-溴代丁二酰亚胺(NBS) 、 四氧化锇 、 CALB lipase 、 potassium carbonate 、 N-甲基吗啉氧化物 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 、 水 、 丙酮 、 甲苯 为溶剂， 反应 52.0h， 生成 (1R,2S,3R,4R)-3-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxymethyl-6-methoxy-1,2,3,4-tetrahydronaphthalene-1,2,4-triol
  参考文献：
  名称：

  Asymmetric synthesis of aryl cyclitols based on 1,2,3,4-tetrahydronaphthalene scaffolds

  摘要：

  A series of aryl cyclitols based on a 1,2,3,4-tetrahydronaphthalene scaffold have been synthesized in a stereocontrolled manner. These cyclitols possess four contiguous stereocenters amongst which one is a quaternary stereocenter, which has been constructed by applying enzymatic kinetic resolution reaction. The remaining stereocenters have been created by substrate directed asymmetric dihydroxylation reaction and stereoselective keto-reduction process. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.009
• 作为产物：
  描述：

  2,2-bis-hydroxymethyl-7-methoxy-3,4-dihydro-2H-naphthalen-1-one 、 叔丁基二苯基氯硅烷 在 咪唑 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 2-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxymethyl-6-methoxy-3,4-dihydro-2H-naphthalen-1-one
  参考文献：
  名称：

  Enantioselective enzymatic desymmetrization of prochiral 1,3-diols and enzymatic resolution of monoprotected 1,3-diols based on α-tetralone and related multifunctional scaffolds

  摘要：

  Novel multifunctional chemotypes based on alpha-tetralone, alpha-indarione, and chromanone have been synthesized by a chemo-enzymatic approach by applying an enzymatic irreversible transesterification strategy. The scaffolds synthesized can be further elaborated with subsequent enzymatic as well as chemical transformations for the generation of new sets of structurally related organic molecules. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.10.024