2-羟基-2-甲基-4-戊酸乙酯 | 62696-37-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2-羟基-2-甲基-4-戊酸乙酯
• 英文名称: ethyl 2-hydroxy-2-methylpent-4-enoate
• 英文别名: ethyl 2-hydroxy-2-methyl-4-pentenoate
• CAS: 62696-37-1
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: WAPQOJKQTBNRGN-UHFFFAOYSA-N

物化性质

• 沸点：
  205.4±20.0 °C(Predicted)
• 密度：
  1.009±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-羟基-2-甲基-4-戊酸乙酯 在 吡啶 、 ammonium acetate 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 4.92h， 生成 (+/-)-7-allyl-7-methyl-5,7-dihydrofuro[3,4-d]pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Potent, Selective, and Orally Bioavailable Inhibitors of Mammalian Target of Rapamycin (mTOR) Kinase Based on a Quaternary Substituted Dihydrofuropyrimidine

  摘要：

  A series of inhibitors of mTOR kinase based on a quaternary-substituted dihydrofuropyrimidine was designed and synthesized. The most potent compounds in this series inhibited mTOR kinase with K-i < 1.0 nM and were highly (>100x) selective for mTOR over the closely related PI3 kinases. Compounds in this series showed inhibition of the pathway and antiproliferative activity in cell-based assays. Furthermore, these compounds had excellent mouse PK, and showed a robust PK-PD relationship in a mouse model of cancer.

  DOI：

  10.1021/jm200215y
• 作为产物：
  描述：

  2,2,5-trimethyl-5-allyl-1,3-dioxolan-4-one 在 盐酸 作用下， 以 乙醇 为溶剂， 以85%的产率得到2-羟基-2-甲基-4-戊酸乙酯
  参考文献：
  名称：

  Pig-liver-esterase-catalyzed hydrolyses of racemic .alpha.-substituted .alpha.-hydroxy esters

  摘要：

  DOI：

  10.1021/jo00310a020

文献信息

• OXO-HETEROCYCLE FUSED PYRIMIDINE COMPOUNDS, COMPOSITIONS AND METHODS OF USE
  申请人：Bergeron Philippe

  公开号：US20100331305A1

  公开（公告）日：2010-12-30

  Disclosed are compounds of Formula I, including steroisomers, geometric isomers, tautomers, solvates, metabolites and pharmaceutically acceptable salts thereof, that are useful in modulating PIKK related kinase signaling, e.g., mTOR, and for the treatment of diseases (e.g., cancer) that are mediated at least in part by the dysregulation of the PIKK signaling pathway (e.g., mTOR).

  公开的是Formula I的化合物，包括立体异构体、几何异构体、互变异构体、溶剂合物、代谢物及其药学上可接受的盐，这些化合物在调节PIKK相关激酶信号传导方面很有用，例如mTOR，并用于治疗至少部分由PIKK信号传导途径失调引起的疾病（例如癌症）。
• [EN] COMBINATIONS OF HEPATITIS C VIRUS INHIBITORS<br/>[FR] ASSOCIATIONS D'INHIBITEURS DU VIRUS DE L'HÉPATITE C
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2015005901A1

  公开（公告）日：2015-01-15

  The present disclosure is generally directed to antiviral compounds, and more specifically directed to combinations of compounds which can inhibit the function of the NS5A protein encoded by Hepatitis C virus (HCV), compositions comprising such combinations, and methods for inhibiting the function of the NS5A protein.

  本公开涉及抗病毒化合物，更具体地涉及能够抑制由丙型肝炎病毒（HCV）编码的NS5A蛋白功能的化合物组合，包括这种组合的组合物，以及抑制NS5A蛋白功能的方法。
• Hepatitis C Virus Inhibitors
  申请人：Bristol-Myers Squibb Company

  公开号：US20130183269A1

  公开（公告）日：2013-07-18

  The present disclosure is generally directed to antiviral compounds, and more specifically directed to combinations of compounds which can inhibit the function of the NS5A protein encoded by Hepatitis C virus (HCV), compositions comprising such combinations, and methods for inhibiting the function of the NS5A protein.

  本公开涉及抗病毒化合物，更具体地涉及能够抑制丙型肝炎病毒（HCV）编码的NS5A蛋白功能的化合物组合，包括这种组合的组成物，以及抑制NS5A蛋白功能的方法。
• Allylic tin(IV)-tin(II) chloride-acetonitrile as a novel system for allylation of carbonyls or imines
  作者：Makoto Yasuda、Yoshihiro Sugawa、Akihiro Yamamoto、Ikuya Shibata、Akio Baba

  DOI：10.1016/0040-4039(96)01285-3

  日期：1996.8

  Effective allylation of aldehydes, ketones and imines was accomplished by allylic tributyltins 1 in the presence of SnCl2 in an acetonitrile solution. In this reaction system. Sn(IV)Sn(II) transmetallation must play a key role, generating the allylic tin(II) reagents as a novel reacting species. Acetonitrile effectively promoted the transmetallation to give anti-adducts in the reaction with cinnamyltin

  醛，酮和亚胺的有效烯丙基化是通过在乙腈溶液中存在SnCl 2的情况下，通过烯丙基三丁基锡1来实现的。在这个反应体系中。Sn（IV）Sn（II）的金属转移作用必须发挥关键作用，生成烯丙基锡（II）试剂作为一种新型反应物种。乙腈在与肉桂酸锡1c的反应中有效地促进了金属转移，产生了反加合物，而二氯甲烷则干扰了金属转移生成了顺式加合物。
• Lead-Promoted Allylation of Carbonyl Compounds with Allyl Bromide
  作者：Hideo Tanaka、Shiro Yamashita、Takeshi Hamatani、Youichi Ikemoto、Sigeru Torii

  DOI：10.1246/cl.1986.1611

  日期：1986.9.5

  A lead-promoted allylation of carbonyl compounds with allyl bromide in a Pb/Bu4NBr/Me3SiCl/DMF system has been performed in good yields with high chemoselectivities: RCHO > R1R2CO > R1CH(OH)CO2R2>> R1CO2R2, lactone, (RCO)2O, and RCOCl.

  在 Pb/Bu4NBr/Me3SiCl/DMF 系统中，铅促进的羰基化合物与烯丙基溴的烯丙基化以良好的收率和高化学选择性进行：RCHO > R1R2CO > R1CH(OH)CO2R2>> R1CO2R2、内酯、(RCO)2O ，和 RCOCl。