3-羟基-丁酸-(3-羟基-丁基酯) | 125317-37-5

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 中文名称: 3-羟基-丁酸-(3-羟基-丁基酯)
• 中文别名: 3-羟基丁酸-3-羟基丁酯
• 英文名称: D-beta-hydroxybutyrate-D-1,3-butanediol
• 英文别名: 3-hydroxybutyl 3-hydroxybutyrate；3-hydroxy-butyric acid-(3-hydroxy-butyl ester)；β-Oxy-buttersaeure-(γ-oxy-butylester)；3-Hydroxy-buttersaeure-(3-hydroxy-butylester)；3-Hydroxybutyl-3-hydroxybutyrate；3-hydroxybutyl 3-hydroxybutanoate
• CAS: 125317-37-5
• 化学式: C₈H₁₆O₄
• 分子量: 176.213
• InChiKey: AOWPVIWVMWUSBD-UHFFFAOYSA-N

物化性质

• 沸点：
  268.7±15.0 °C(Predicted)
• 密度：
  1.102±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-羟基-丁酸-(3-羟基-丁基酯) 生成 巴豆酸 、 三聚丙烯 、 1,3-丁二烯
  参考文献：
  名称：

  Ostromysslenski, Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1915, vol. 47, p. 1485

  摘要：

  DOI：
• 作为产物：
  描述：

  二聚丁醇醛 生成 3-羟基-丁酸-(3-羟基-丁基酯)
  参考文献：
  名称：

  Ostromysslenski, Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1915, vol. 47, p. 1485

  摘要：

  DOI：

文献信息

• Process For The Preparation of (3R)-Hydroxybutyl (3R) -Hydroxybutyrate By Enzymatic Enantioselective Reduction Employing Lactobacillus Brevis Alcohol Dehydrogenase
  申请人：Robertson Jeremy

  公开号：US20120064611A1

  公开（公告）日：2012-03-15

  A process for producing a compound which is (3R)-hydroxybutyl(3R)-hydroxybutyrate of formula (I) which process comprises submitting, to enantioselective reduction, a compound of the following formula (II), (III) or (IV).

  一种生产化合物的过程，该化合物是式(I)的(3R)-羟基丁基(3R)-羟基丁酸酯，该过程包括将以下式(I)、(III)或(IV)的化合物提交给对映选择性还原。
• [EN] PROCESS FOR PRODUCING (R)-3-HYDROXYBUTYL (R)-3-HYDROXYBUTYRATE<br/>[FR] PROCÉDÉ DE PRODUCTION DE (R)-3-HYDROXYBUTYRATE DE (R)-3-HYDROXYBUTYLE
  申请人：ISIS INNOVATION

  公开号：WO2014140308A1

  公开（公告）日：2014-09-18

  A process for the production of (R)-3-hydroxybutyl (R)-3-hydroxybutyrate comprising: i) contacting poly-(R)-3-hydroxybutyrate with an alcohol to transesterify the poly-(R)-3-hydroxybutyrate under transesterification conditions to produce an ester of (R)-3-hydroxybutyrate and the alcohol; ii) separating the product of step i) into a first and second portion and reducing the first portion of the (R) 3-hydroxybutyrate ester to form (R)-1,3-butanediol; and iii) contacting under transesterification conditions the (R)-1,3-butanediol from step ii) with the second portion of the transesterified ester to produce (R)-3-hydroxybutyl-(R)-hydroxybutanoate.

  一种生产(R)-3-羟基丁酸丁酯的方法，包括：i)将聚(R)-3-羟基丁酸酯与醇接触，在酯交换条件下酯交换聚(R)-3-羟基丁酸酯，以产生(R)-3-羟基丁酸丁酯和醇的酯；ii)将步骤i)的产物分为第一和第二部分，并还原(R)-3-羟基丁酸酯的第一部分以形成(R)-1,3-丁二醇；和iii)在酯交换条件下使步骤ii)中的(R)-1,3-丁二醇与酯交换后的第二部分接触，以产生(R)-3-羟基丁酸丁酯。
• [EN] HYDROXYBUTYRATE ESTER AND MEDICAL USE THEREOF<br/>[FR] ESTER HYDROXYBUTYRIQUE ET SON UTILISATION MÉDICALE
  申请人：ISIS INNOVATION

  公开号：WO2010021766A1

  公开（公告）日：2010-02-25

  A compound which is 3-hydroxybutyl 3-hydroxybutyrate enantiomerically enriched with respect to (3Λ)»hydroxybutyl (3i?)-hydroxybutyrate of formula (I): is an effective and palatable precursor to the ketone body (3Λ)-hydroxybutyrate and may therefore be used to treat a condition which is caused by, exacerbated by or associated with elevated plasma levels of free fatty acids in a human or animal subject, for instance a condition where weight loss or weight gain is implicated, or to promote alertness or improve cognitive function, or to treat, prevent or reduce the effects of, neuro degeneration, free radical toxicity, hypoxic conditions or hyperglycaemia.

  化合物3-羟基丁酸丁酯，在对(3Λ) -羟基丁酸丁酯进行对映体富集的情况下，其公式为(I)。该化合物是合适且可口的酮体(3Λ)-羟基丁酸的前体，因此可用于治疗人或动物主体中由于游离脂肪酸血浆水平升高引起、恶化或相关的疾病，例如涉及体重减轻或增加的状况，或者促进警觉或改善认知功能，或者治疗、预防或减轻神经退化、自由基毒性、低氧状况或高血糖的影响。
• HYDROXYBUTYRATE ESTER AND MEDICAL USE THEREOF
  申请人：Clarke Kieran

  公开号：US20110237666A1

  公开（公告）日：2011-09-29

  A compound which is 3-hydroxybutyl 3-hydroxybutyrate enantiomerically enriched with respect to (3R)-hydroxybutyl (3R)-hydroxybutyrate of formula (I) is an effective and palatable precursor to the ketone body (3R)-hydroxybutyrate and may therefore be used to treat a condition which is caused by, exacerbated by or associated with elevated plasma levels of free fatty acids in a human or animal subject, for instance a condition where weight loss or weight gain is implicated, or to promote alertness or improve cognitive function, or to treat, prevent or reduce the effects of neurodegeneration, free radical toxicity, hypoxic conditions or hyperglycaemia.

  化合物3-羟基丁基3-羟基丁酸酯在对于(3R)-羟基丁基(3R)-羟基丁酸酯的对映体富集方面是有效且可口的前体，可用于治疗由于、加剧或与人类或动物主体中游离脂肪酸水平升高有关的病症，例如涉及体重增减的病症，或促进警觉性或改善认知功能，或治疗、预防或减轻神经退行性、自由基毒性、低氧条件或高血糖的影响。
• [EN] PROCESS FOR PRODUCING 1,3-BUTANEDIOL AND FOR OPTIONALLY FURTHER PRODUCING (R)-3-HYDROXYBUTYL (R)-3-HYDROXYBUTYRATE<br/>[FR] PROCÉDÉ DE PRODUCTION DE 1,3-BUTANEDIOL ET DE PRODUCTION FACULTATIVE SUPPLÉMENTAIRE DE (R)-3-HYDROXYBUTYL (R)-3-HYDROXYBUTYRATE
  申请人：ARCHER DANIELS MIDLAND CO

  公开号：WO2017119986A1

  公开（公告）日：2017-07-13

  A process is described for producing 1,3-butanediol, wherein an ester of poly-(R)-3-hydroxybutyrate such as formed by transesterification with an alcohol is reduced by hydrogenation in the presence of a skeletal copper-based catalyst to provide 1,3-butanediol. The 1,3-butanediol may be transesterified by reaction with additional poly-(R)-3-hydroxybutyrate ester to produce (R)-3-hydroxybutyl (R)-3-hydroxybutyrate.

  本文描述了一种制备1,3-丁二醇的过程，其中通过与醇发生转酯化反应形成的聚（R）-3-羟基丁酸酯经过氢化反应，在骨架铜基催化剂的存在下生成1,3-丁二醇。1,3-丁二醇可以通过与额外的聚（R）-3-羟基丁酸酯反应进行转酯化，从而产生（R）-3-羟基丁酸（R）-3-羟基丁酯。