ethyl (3S)-3-hydroxy-4-O-triphenylmethyloxybutanoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: ethyl (3S)-3-hydroxy-4-O-triphenylmethyloxybutanoate
• 英文别名: (S)-ethyl 3-hydroxy-4-trityloxybutanoate；ethyl (3S)-3-hydroxy-4-trityloxybutanoate
• 化学式: C₂₅H₂₆O₄
• 分子量: 390.479
• InChiKey: LTZQEHDIVUXYAR-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl (3S)-3-hydroxy-4-O-triphenylmethyloxybutanoate 在 palladium on activated charcoal 咪唑 、 氢气 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、275.8 kPa 条件下， 反应 24.5h， 生成 ethyl (S)-3-((tert-butyldimethylsilyl)oxy)-4-hydroxybutanoate
  参考文献：
  名称：

  A Method for Constructing the C44−C51 Side Chain of Altohyrtin C

  摘要：

  [GRAPHICS]A method to construct the C44-C51 side chain of altohyrtin C has been developed and applied to a model aldehyde derived from D-glucose. The approach relies on a Wittig reaction to couple the side chain to an aldehyde and utilizes an allylic diazene rearrangement to place the C45 double bond in the correct position.

  DOI：

  10.1021/ol990281j
• 作为产物：
  描述：

  三苯基氯甲烷 、 (S)-ethyl 3,4-dihydroxybutanoate 在 吡啶 作用下， 反应 6.0h， 以95%的产率得到ethyl (3S)-3-hydroxy-4-O-triphenylmethyloxybutanoate
  参考文献：
  名称：

  Synthesis of homochiral tetrahydropteridines

  摘要：

  A synthesis of protected homochiral tetrahydropteridines from (2S)-malic acid has been developed. This presents methodology for the synthesis of reduced pteridine coenzymes and pharmaceuticals. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2014.06.048

文献信息

• Process for preparing butanetriol derivative
  申请人：Daiso Co., Ltd.

  公开号：US20040024261A1

  公开（公告）日：2004-02-05

  A process for preparing a butanetriol derivative of the formula (1) useful as intermediates of medicines 1 wherein R 1 is the same defined below, which comprises reacting a compound of the formula (3) 2 wherein R 1 and R 2 are the different protecting groups, and an ethylene glycol derivative in a basic condition to prepare a compound of the formula (4) or (4 a ) 3 wherein R 1 and R 2 are the same defined above, and then subjecting the compound (4) or (4 a ) to selective deprotection reaction.

  一种制备用于药物中间体的丁三醇衍生物的工艺，其化学式为（1），其中R1如下定义，包括将化合物的反应（3）与乙二醇衍生物在碱性条件下反应，制备化合物（4）或（4a），其中R1和R2是不同的保护基团，并随后对化合物（4）或（4a）进行选择性去保护反应。
• Process for producing butanetriol derivative
  申请人：Daiso Co., Ltd.

  公开号：US06620977B1

  公开（公告）日：2003-09-16

  A process for preparing a butanetriol derivative of the formula (1) useful as intermediates of medicines wherein R1 is the same defined below, which comprises reacting a compound of the formula (3) wherein R1 and R2 are the different protecting groups, and an ethylene glycol derivative in a basic condition to prepare a compound of the formula (4) or (4a) wherein R1 and R2 are the same defined above, and then subjecting the compound (4) or (4a) to selective deprotection reaction.

  一种制备丁三醇衍生物的方法，其化学式为（1），该方法可用作药物中间体。其中R1的定义如下，包括反应式（3）中R1和R2是不同的保护基团的化合物，与乙二醇衍生物在碱性条件下反应，制备出化合物的式子为（4）或（4a），其中R1和R2的定义如上所述，然后对化合物（4）或（4a）进行选择性去保护反应。
• A Method for Constructing the C44−C51 Side Chain of Altohyrtin C
  作者：Gregory R. Ott、Clayton H. Heathcock

  DOI：10.1021/ol990281j

  日期：1999.11.1

  [GRAPHICS]A method to construct the C44-C51 side chain of altohyrtin C has been developed and applied to a model aldehyde derived from D-glucose. The approach relies on a Wittig reaction to couple the side chain to an aldehyde and utilizes an allylic diazene rearrangement to place the C45 double bond in the correct position.
• Synthesis of homochiral tetrahydropteridines
  作者：Stephen J. Baker、Kenneth J.M. Beresford、Douglas W. Young

  DOI：10.1016/j.tet.2014.06.048

  日期：2014.10

  A synthesis of protected homochiral tetrahydropteridines from (2S)-malic acid has been developed. This presents methodology for the synthesis of reduced pteridine coenzymes and pharmaceuticals. (C) 2014 Published by Elsevier Ltd.