(S,S)-(-)-1,4-Dimethoxy-2,3-butandiole | 119613-19-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S,S)-(-)-1,4-Dimethoxy-2,3-butandiole
• 英文别名: meso-1,4-Dimethoxy-2,3-butandiol；1,4-dimethoxybutane-2,3-diol
• CAS: 119613-19-3
• 化学式: C₆H₁₄O₄
• mdl: MFCD24390307
• 分子量: 150.175
• InChiKey: QPXJVYUZWDGUBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S,S)-(-)-1,4-Dimethoxy-2,3-butandiole 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 反应 2.0h， 生成 1,2-Bis(methoxymethyl)-4-methyl-3-oxa-1-hexanol
  参考文献：
  名称：

  Asymmetric synthesis at prochiral centers: substituted 1,3-dioxolanes

  摘要：

  DOI：

  10.1021/jo00338a011

文献信息

• Agent For Optical Resolution, Process For Producing Optically Active Substance and 1,5-Substituted Bicyclo [3.3.0] -2-Oxaoctane Compound
  申请人：Nemoto Hisao

  公开号：US20080287695A1

  公开（公告）日：2008-11-20

  An agent for optical resolution comprising a bicyclo[3.3.0]-2-oxaoctane compound represented by the formula [1], [2] or [3] a process for producing an optically active substance comprising obtaining a mixture of diastereomers by reaction of the agent with a mixture of optically active substances having active hydrogen atom, resolving the mixture of diastereomers into each diastereomer and obtaining an (R) optically active substance or an (S) optically active substance by decomposition of the diastereomer; and compounds represented by the above formulae in which R 11 represents fluorenylmethyl group, fluorenylidenemethyl group, bis(4-cyclohexylphenyl)methyl group, 4-(9-phenanthryl)phenyl group, 4-(1-pyrenyl)phenyl group, 4-(5-acenaphthenyl)phenyl group or 4-(9-anthryl)phenyl group, are disclosed. A useful optically active substance having a very high purity can be produced efficiently by using the agent of the present invention.

  一种用于光学分辨的代理物，包括由公式[1]、[2]或[3]表示的二环[3.3.0]-2-氧杂辛烷化合物，以及一种生产光学活性物质的方法，包括通过将代理物与具有活性氢原子的光学活性物质混合反应，得到对映异构体混合物，将对映异构体混合物分离成每个对映异构体，并通过分解对映异构体获得(R)光学活性物质或(S)光学活性物质。本发明还揭示了由上述公式表示的化合物，其中R11代表芴甲基基团、芴亚甲基基团、双(4-环己基苯基)甲基基团、4-(9-菲)苯基基团、4-(1-芘)苯基基团、4-(5-蒽基)苯基基团或4-(9-蒽基)苯基基团。使用本发明的代理物可以高效地生产出具有非常高纯度的有用光学活性物质。
• OPTICAL RESOLVER, PROCESS FOR PRODUCING OPTICALLY ACTIVE ISOMER, AND 1,5-SUBSTITUTED BICYCLO (3.3.0) -2-OXAOCTANE COMPOUND
  申请人：ZEON CORPORATION

  公开号：EP1719746A1

  公开（公告）日：2006-11-08

  An agent for optical resolution comprising a bicyclo [3.3.0] -2-oxaoctane compound represented by the formula [1], [2] or [3] ; a process for producing an optically active substance comprising obtaining a mixture of diastereomers by reaction of the agent with a mixture of optically active substances having active hydrogen atom, resolving the mixture of diastereomers into each diastereomer and obtaining an (R) optically active substance or an (S) optically active substance by decomposition of the diastereomer; and compounds represented by the above formulae in which R11 represents fluorenylmethyl group, fluorenylidenemethyl group, bis(4-cyclohexylphenyl)methyl group, 4-(9-phenanthryl)phenyl group, 4-(1-pyrenyl)phenyl group, 4-(5-acenaphthenyl)phenyl group or 4-(9-anthryl)phenyl group, are disclosed. A useful optically active substance having a very high purity can be produced efficiently by using the agent of the present invention.

  一种光学分解剂，包括由式[1]、[2]或[3]表示的双环[3.3.0]-2-氧代辛烷化合物，由式[1]、[2]或[3]表示；一种生产光学活性物质的工艺，包括通过该制剂与具有活性氢原子的光学活性物质混合物反应获得非对映异构体混合物，将非对映异构体混合物解析为各非对映异构体，并通过分解非对映异构体获得(R)光学活性物质或(S)光学活性物质；以及由上式代表的化合物，其中 R11 代表芴甲基、亚芴基甲基、双（4-环己基苯基）甲基、4-（9-菲基）苯基、4-（1-芘基）苯基、4-（5-苊基）苯基或 4-（9-蒽基）苯基。使用本发明的制剂可以有效地生产出纯度极高的有用光学活性物质。
• Thiam, M.; Chastrette, F., Bulletin de la Societe Chimique de France, 1992, # 2, p. 161 - 167
  作者：Thiam, M.、Chastrette, F.

  DOI：——

  日期：——
• VERFAHREN ZUR HERSTELLUNG VON TRION-BIS(OXIMETHER) DERIVATEN SOWIE DAMIT ERHÄLTLICHE TRION-MONO- UND TRION-BIS(OXIMETHER) DERIVATE
  申请人：BASF AKTIENGESELLSCHAFT

  公开号：EP1117636A1

  公开（公告）日：2001-07-25
• Bioconjugation of Macromolecules
  申请人：Sigma-Aldrich Co. LLC

  公开号：EP2319855B1

  公开（公告）日：2016-04-06