2,2-Dimethyl-propionic acid (3R,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-4-((2S,3R,5S)-5-methoxy-3-methyl-tetrahydro-furan-2-yl)-butyl ester | 204276-01-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: 2,2-Dimethyl-propionic acid (3R,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-4-((2S,3R,5S)-5-methoxy-3-methyl-tetrahydro-furan-2-yl)-butyl ester
• 英文别名: [(3R,4R)-3-[tert-butyl(dimethyl)silyl]oxy-4-methoxy-4-[(2S,3R,5S)-5-methoxy-3-methyloxolan-2-yl]butyl] 2,2-dimethylpropanoate
• CAS: 204276-01-7
• 化学式: C₂₂H₄₄O₆Si
• 分子量: 432.673
• InChiKey: JAOAHOJSUMCBRX-GFEQUFNTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.77
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-propionic acid (3R,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-4-((2S,3R,5S)-5-methoxy-3-methyl-tetrahydro-furan-2-yl)-butyl ester 在 二异丁基氢化铝 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 (3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-4-((2S,3R,5S)-5-methoxy-3-methyl-tetrahydro-furan-2-yl)-butan-1-ol
  参考文献：
  名称：

  Toward a total synthesis of an aglycone of spiramycin; installation of the hydroxy groups at C-4 and C-5: a model study

  摘要：

  The stereochemical course of the osmium-mediated bis-hydroxylation of the allylic derivative 6c, whose the structure is closely related to that of a C-1/C-7 fragment of the title aglycone, has been established unambiguously by X-ray analysis of a carboxylic acid derived from one of the two diastereomeric dials which formed. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10760-2
• 作为产物：
  描述：

  ((R)-4,4-Dimethoxy-2-methyl-butane-1-sulfonyl)-benzene 在 4-二甲氨基吡啶 、 potassium osmate(VI) 、 正丁基锂 、 sodium amalgam 、 甲基磺酰胺 、 AD-mix-β 、 4-甲基苯磺酸吡啶 、 乙酸酐 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 40.25h， 生成 2,2-Dimethyl-propionic acid (3R,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-4-((2S,3R,5S)-5-methoxy-3-methyl-tetrahydro-furan-2-yl)-butyl ester
  参考文献：
  名称：

  Toward a total synthesis of an aglycone of spiramycin; installation of the hydroxy groups at C-4 and C-5: a model study

  摘要：

  The stereochemical course of the osmium-mediated bis-hydroxylation of the allylic derivative 6c, whose the structure is closely related to that of a C-1/C-7 fragment of the title aglycone, has been established unambiguously by X-ray analysis of a carboxylic acid derived from one of the two diastereomeric dials which formed. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10760-2

文献信息

• Toward a total synthesis of an aglycone of spiramycin; installation of the hydroxy groups at C-4 and C-5: a model study
  作者：G Oddon、D Uguen、A De Cian、J Fischer

  DOI：10.1016/s0040-4039(97)10760-2

  日期：1998.3

  The stereochemical course of the osmium-mediated bis-hydroxylation of the allylic derivative 6c, whose the structure is closely related to that of a C-1/C-7 fragment of the title aglycone, has been established unambiguously by X-ray analysis of a carboxylic acid derived from one of the two diastereomeric dials which formed. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.