ethyl 2,3-dihydroxypropionate | 615-51-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2,3-dihydroxypropionate
• 英文别名: ethyl 2,3-dihydroxypropanoate
• CAS: 615-51-0
• 化学式: C₅H₁₀O₄
• 分子量: 134.132
• InChiKey: FTOZMXOHOKRHNL-UHFFFAOYSA-N

物化性质

• 沸点：
  235.0±0.0 °C(Predicted)
• 密度：
  1.220±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  ethyl 2,3-dihydroxypropionate 在 咪唑 、 四氯化锡 、 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 ethyl (E,2R,3R)-3-acetyloxy-2-hydroxy-4-methyl-2-[tri(propan-2-yl)silyloxymethyl]hex-4-enoate
  参考文献：
  名称：

  Synthesis of (±)-5-epi-Citreoviral and (±)-Citreoviral and the Kinetic Resolution of an Allylic Silane by a [3 + 2] Annulation

  摘要：

  The [3 + 2] annulation reaction of allylsilane 1 with an alpha-keto ester provided the highly substituted tetrahydrofuran 2 as a single diastereomer in high yield. The synthesis of (+/-)-5-epi-citreoviral and (+/-)-citreoviral has been accomplished with this annulation reaction as the key step. Using the pantolactone-derived alpha-keto ester, the allylsilane 1 has been resolved with high enantiomeric purity.

  DOI：

  10.1021/ol026343e
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium nitrite 作用下， 生成 ethyl 2,3-dihydroxypropionate
  参考文献：
  名称：

  Curtius; Mueller, Chemische Berichte, 1904, vol. 37, p. 1265

  摘要：

  DOI：

文献信息

• Catalytic asymmetric dihydroxylation of olefins using polysulfone-based novel microencapsulated osmium tetroxide
  作者：S. Malla Reddy、M. Srinivasulu、Y. Venkat Reddy、M. Narasimhulu、Y. Venkateswarlu

  DOI：10.1016/j.tetlet.2006.05.138

  日期：2006.7

  polymer-supported osmium catalyst has been developed. The catalyst was prepared from commercially available polysulfone, based on a microencapsulation technique and was employed in the asymmetric dihydroxylation of various olefins using (DHQD)2PHAL as the chiral ligand and NMO as the co-oxidant in H2O–acetone–CH3CN (1:1:1). The catalyst was recovered by simple filtration and was reused to obtain excellent yields with

  已经开发了基于聚砜的新型聚合物负载的catalyst催化剂。该催化剂是基于微囊化技术，由市售的聚砜制备的，并用于（DHQD）2 PHAL作为手性配体，NMO作为H 2 O-丙酮-CH 3中的助氧化剂，用于各种烯烃的不对称二羟基化反应。CN（1：1：1）。通过简单的过滤回收催化剂，并重复使用以获得高达五倍的良好对映选择性的优异产率。
• MASKED CARBOXYLATE NEOPENTYL SULFONYL ESTER CYCLIZATION RELEASE PRODRUGS OF ACAMPROSATE, COMPOSITIONS THEREOF, AND METHODS OF USE
  申请人：Jandeleit Bernd

  公开号：US20090069419A1

  公开（公告）日：2009-03-12

  Masked carboxylate neopentyl sulfonyl ester prodrugs of acamprosate, pharmaceutical compositions comprising such prodrugs, and methods of using such prodrugs and compositions thereof for treating diseases are disclosed. In particular, acamprosate prodrugs exhibiting enhanced oral bioavailability and methods of using acamprosate prodrugs to treat neurodegenerative disorders, psychotic disorders, mood disorders, anxiety disorders, somatoform disorders, movement disorders, substance abuse disorders, binge eating disorder, cortical spreading depression related disorders, tinnitus, sleeping disorders, multiple sclerosis, and pain are disclosed.

  掩蔽羧酸新戊磺酰酯丙戊酸酯前药，包含此类前药的药物组合物，以及使用此类前药和组合物治疗疾病的方法被披露。具体来说，披露了表现出增强口服生物利用度的丙戊酸酯前药和使用丙戊酸酯前药治疗神经退行性疾病、精神疾病、情绪障碍、焦虑障碍、躯体形式障碍、运动障碍、物质滥用障碍、暴饮暴食障碍、皮层扩散性抑郁相关障碍、耳鸣、睡眠障碍、多发性硬化症和疼痛的方法。
• An Efficient and Practical Method for Olefin Dihydroxylation
  作者：Zhi-bin Luo、Jimin Xie、Hong-fei Lu、Chen Zhao

  DOI：10.1055/s-0035-1562783

  日期：——

  the dihydroxylation of various olefin derivatives with commercial KMnO4 as the oxidant in the presence of a quaternary ammonium salt. This practical procedure is suitable for large-scale production of cis-dihydroxy compounds, even those bearing primary and secondary alcohol groups, without overoxidation. An efficient and economic procedure was developed for the dihydroxylation of various olefin derivatives

  摘要 在季铵盐的存在下，开发了一种有效且经济的程序，用于使用工业KMnO 4作为氧化剂对各种烯烃衍生物进行二羟基化。该实用方法适用于大规模生产顺式-二羟基化合物，即使是那些带有伯醇和仲醇基团的化合物，也不会过度氧化。 在季铵盐的存在下，开发了一种有效且经济的程序，用于使用工业KMnO 4作为氧化剂对各种烯烃衍生物进行二羟基化。该实用方法适用于大规模生产顺式-二羟基化合物，即使是那些带有伯醇和仲醇基团的化合物，也不会过度氧化。
• GLYCEROL DERIVATIVE, PREPARATION METHOD THEREFOR, AND IMMUNOMODULATOR COMPRISING SAME AS EFFECTIVE INGREDIENT
  申请人：ENZYCHEM LIFESCIENCES CORPORATION

  公开号：US20210198183A1

  公开（公告）日：2021-07-01

  Disclosed are a glycerol derivative that is useful for improving, preventing or treating inflammation-related diseases by inhibiting overexpression of various inflammatory cytokines such as IL-4, IL-6 and so on, or chemokine CXCL8 and reducing migration of HL-60 cell lines, preparation method therefor, and an immunomodulator containing the same as active ingredient. It includes a glycerol derivative represented by Chemical formula 2 or 3 in the specification.

  本发明揭示了一种甘油衍生物，通过抑制IL-4、IL-6等多种炎症细胞因子的过度表达，或CXCL8趋化因子，减少HL-60细胞系的迁移，有助于改善、预防或治疗与炎症相关的疾病。还包括一种以化学式2或3所代表的甘油衍生物，以及其制备方法和含有该甘油衍生物作为活性成分的免疫调节剂。
• An improved capacity spectrum method for ATC-40
  作者：Yu-Yuan Lin、Kuo-Chun Chang

  DOI：10.1002/eqe.312

  日期：2003.11.10

  the capacity spectrum method has been adopted by ATC-40 for evaluation and retrofit of reinforced concrete buildings. For elastic-perfectly-plastic SDOF systems, the accuracy of the capacity spectrum method depends only on the acceleration response spectrum chosen to form the demand spectrum and the adopted model for calculating the equivalent viscous damping ratios. According to this method, the

  为了通过非线性静态程序考虑结构的非线性行为，ATC-40 采用容量谱方法对钢筋混凝土建筑物进行评估和改造。对于弹-完美-塑性单自由度系统，容量谱方法的准确性仅取决于选择形成需求谱的加速度响应谱和计算等效粘滞阻尼比所采用的模型。根据这种方法，使用伪加速度响应谱 (PSa) 来创建需求图。发现使用其 A 型滞后模型的 ATC-40 程序可能不准确，尤其是对于阻尼比大于 10% 且周期长于 0.15 秒的系统。为了提高容量谱方法的准确性，本研究建议使用真实的绝对加速度响应谱（S0.a）代替 PSa 来建立需求图。本文通过改进方法的分步过程和实例来说明地震引起的变形的计算。此外，本文还比较了三个选定的等效粘性阻尼模型，以评估 ATC-40 程序中使用的模型的准确性。结果表明，当结构的延性要求(μ)小于4时，WJE阻尼模型可以通过容量谱方法合理预测非弹性位移，而当μ>4.0时，可以实施Kowalsky提出的阻尼模型