3-羟基-3-甲基壬酸乙酯 | 5464-72-2

• 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: 3-羟基-3-甲基壬酸乙酯
• 英文名称: ethyl 3-hydroxy-3-methylnonaoate
• 英文别名: ethyl 3-hydroxy-3-methyl-n-nonanoate；ethyl 3-methyl-3-hydroxynonanoate；3-hydroxy-3-methyl-nonanoic acid ethyl ester；3-Hydroxy-3-methyl-pelargonsaeure-aethylester；β-Oxy-β-methyl-octan-α-carbonsaeure-aethylester；β-Oxy-β-methyl-pelargonsaeure-aethylester；3-Methyl-nonanol-(3)-saeure-(1)-aethylester；3-Hydroxy-3-methyl-nonansaeure-aethylester；Ethyl 3-hydroxy-3-methylnonanoate
• CAS: 5464-72-2
• 化学式: C₁₂H₂₄O₃
• 分子量: 216.321
• InChiKey: NXRBXPDEFDUATB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2918199090

反应信息

• 作为反应物：
  描述：

  3-羟基-3-甲基壬酸乙酯 在 platinum(IV) oxide lithium aluminium tetrahydride 、 氢气 、 phosphorus pentoxide 、 三溴化磷 作用下， 以 甲醇 、 乙醚 、 苯 为溶剂， 反应 6.0h， 生成 5-Methyl-undecansaeure
  参考文献：
  名称：

  Structure and Reactivity. I. The Oximation Rates of Some Straight-Chain and Monomethyl-Substituted Alkanones

  摘要：

  DOI：

  10.1021/jo01029a022
• 作为产物：
  描述：

  溴乙酸乙酯 、 仲辛酮 在 zinc(II) chloride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 以84%的产率得到3-羟基-3-甲基壬酸乙酯
  参考文献：
  名称：

  方便地制备沉积在固体载体上的金属及其在有机合成中的用途

  摘要：

  “高表面碱金属”可通过将相应的金属从其在液氨中的溶液沉积在各种载体（例如氯化钠，聚乙烯，聚丙烯和交联的聚苯乙烯）上而方便地制备。沉积在聚合物载体上的碱金属可以在惰性溶剂中以稳定的悬浮液形式存储，并用于酰基环和Dieckmann缩合反应以及有机锂的制备。将负载的碱金属的悬浮液添加到氯化锌溶液中，可以在聚合物载体上得到活性锌，可以将其用于Reformatski和Barbier反应。

  DOI：

  10.1016/s0040-4020(98)00625-5

文献信息

• Osteoblastic 11β-Hydroxysteroid Dehydrogenase Type 1 Activity Increases With Age and Glucocorticoid Exposure
  作者：Mark S. Cooper、Elizabeth H. Rabbitt、Philippa E. Goddard、William A. Bartlett、Martin Hewison、Paul M. Stewart

  DOI：10.1359/jbmr.2002.17.6.979

  日期：——

  reaction kinetics indistinguishable from those for cortisone and cortisol. To assess the in vivo availability of substrates for osteoblastic 11beta-HSD1, plasma cortisone and prednisone levels were measured in normal males before and after oral prednisolone (5 mg). The 9:00 a.m. serum cortisone levels were 110 +/- 5 nmol/liter and prednisone levels peaked at 78 +/- 23 nmol/liter 120 minutes after administration

  糖皮质激素引起的骨质疏松症的风险随着年龄的增长而大大增加，但个体差异很大。在最近的研究中，我们发现糖皮质激素对骨骼的作用取决于1β-羟类固醇脱氢酶1（11β-HSD1）的自分泌作用。成骨细胞（OBs）中11beta-HSD1的表达促进了活性糖皮质激素的局部合成，对成骨细胞的增殖和分化产生了影响。使用人类OB的原代培养，我们现在已经鉴定了成骨细胞11beta-HSD1的特定年龄变异，并使用天然和治疗性糖皮质激素定义了酶动力学和调节作用。在所有OB培养物中均识别出11beta-HSD1还原酶活性（可的松向皮质醇转化），并且与年龄呈正相关（在所有培养物中r = 0.58，p ＜0.01，且n ＝ 18。跟骨来源的培养物，r = 0.87，p <0.001，n = 14）。糖皮质激素治疗导致11beta-HSD1活性相对于对照（例如地塞米松[DEX; 1 microM]，2.6倍+/- 0.5（平均值+/-
• Activation of ketene silyl acetals by 10-methylacridinium perchlorate: a novel catalysis in mukaiyama reaction
  作者：Junzo Otera、Yoshiyuki Wakahara、Hidenobu Kamei、Tsuneo Sato、Hitosi Nozaki、Shinichi Fukuzumi

  DOI：10.1016/s0040-4039(00)79935-7

  日期：1991.5

  10-Methylacridinium perchlorate (1) effectively promotes various reactions of ketene silyl acetals: aldol and Michael addition products are obtained with aldehydes, ketones, acetals, and α-enones. The reactions exhibit unusual dependency upon 1, namely the yields are excellent when a catalytic amount of 1 is employed whereas no desired products are accessible by the use of 1 in a stoichiometric quantity

  10-甲基ac啶高氯酸盐（1）有效地促进乙烯酮甲硅烷基乙缩醛的各种反应：醛，酮，乙缩醛和α-烯酮可得到醛醇和迈克尔加成产物。反应表现出对1的不寻常依赖性，即当使用催化量1时，收率优异，而通过使用化学计量的1不能获得所需产物。提出了一种新颖的催化循环。
• New Application of Bromotrimethylsilane: Elaboration of Aldehydes/Ketones into Homologous <i>α</i>,<i>β</i>‐Unsaturated Esters via <i>β</i>‐Hydroxy Esters
  作者：Suresh C. Suri、Jacob C. Marcischak

  DOI：10.1081/scc-200048941

  日期：2005.1.1

  Abstract α,β‐Unsaturated esters are formed when β‐hydroxy esters react with bromotrimethylsilane which is generated from chlorotrimethylsilane‐lithium bromide in acetonitrile. #Dedicated to Professor Goverdhan Mehta on his 60th birthday.

  摘要 β-羟基酯与三甲基氯代硅烷-溴化锂在乙腈中反应生成的溴代三甲基硅烷反应生成α,β-不饱和酯。#献给 Goverdhan Mehta 教授 60 岁生日。
• 1,2-Disubstituted oxo triazolidine
  申请人：Beecham Group Limited

  公开号：US04294972A1

  公开（公告）日：1981-10-13

  Compounds of the formula (I): ##STR1## wherein n is 3 to 5; Y is --CH.sub.2 --CH.sub.2, --CH.dbd.CH-- or C.tbd.C--; L is O or S; R.sub.1 is C.sub.1-4 alkyl; R.sub.2 is hydrogen, C.sub.1-4 alkyl or phenyl; R.sub.3 is hydroxy or protected hydroxy; R.sub.4 is hydrogen, C.sub.1-9 alkyl, C.sub.3-8 cycloalkyl, phenyl, naphthyl, any of which phenyl moieties or naphthyl moieties may be substituted by one or more halogen, trifluoromethyl, C.sub.1-6 alkyl, hydroxy, C.sub.1-6 alkoxy, phenyl C.sub.1-6 alkoxy or nitro groups; or R.sub.2 and R.sub.4 taken with the carbon atom to which they are joined represent a C.sub.5-8 cycloalkyl group; and R.sub.5 is C.sub.1-6 alkyl, having similar activity to natural prostaglandins, a process for their preparation, intermediates useful in that process and pharmaceutical compositions containing them.

  该公式（I）的化合物：其中n为3至5；Y为--CH.sub.2 --CH.sub.2，--CH.dbd.CH--或C.tbd.C--；L为O或S；R.sub.1为C.sub.1-4烷基；R.sub.2为氢，C.sub.1-4烷基或苯基；R.sub.3为羟基或保护羟基；R.sub.4为氢，C.sub.1-9烷基，C.sub.3-8环烷基，苯基，萘基，其中苯基或萘基可以被一个或多个卤素，三氟甲基，C.sub.1-6烷基，羟基，C.sub.1-6烷氧基，苯基C.sub.1-6烷氧基或硝基取代；或R.sub.2和R.sub.4与它们连接的碳原子一起表示C.sub.5-8环烷基基团；R.sub.5为C.sub.1-6烷基，具有类似于天然前列腺素的活性，用于它们的制备方法，该方法中有用的中间体以及含有它们的药物组合物。
• Cyclic exo amides
  申请人：Beecham Group Limited

  公开号：US04119726A1

  公开（公告）日：1978-10-10

  Compounds of formula (I): ##STR1## wherein: M IS 0 OR 1; n is 4 to 8; X is CO, protected CO, CROH in which R is hydrogen or C.sub.1-4 alkyl and in which the OH moiety may be protected; R.sub.1 is hydrogen, or CO.sub.2 R.sub.1 represents an ester group in Which the R.sub.1 moiety contains 1 to 12 carbon atoms; R.sub.3 is hydroxy or protected hydroxy; R.sub.2 and R.sub.4 are separately hydrogen, C.sub.1-9 alkyl, C.sub.5-8 cycloalkyl, C.sub.5-8 cycloalkyl-C.sub.1-6 alkyl, phenyl, phenyl C.sub.1-6 alkyl, naphthyl, naphthyl C.sub.1-6 alkyl, any of which phenyl or naphthyl moieties may be substituted by one or more halogen, trifluoromethyl, C.sub.1-6 alkyl, C.sub.1-6 alkoxy or nitro groups, or R.sub.2 and R.sub.4 taken with the carbon atom to which they are joined represent C.sub.5-8 cycloalkyl; R.sub.5 is hydrogen, C.sub.1-4 alkyl or phenyl; and salts thereof; have useful pharmacological properties including anti-gastric secretion, bronchodilator and platelet aggregation inhibition activities.

  式(I)的化合物：其中：M为0或1；n为4至8；X为CO，保护的CO，CROH，其中R为氢或C.sub.1-4烷基，OH基团可能被保护；R.sub.1为氢，或CO.sub.2 R.sub.1代表一个酯基，其中R.sub.1基团含有1至12个碳原子；R.sub.3为羟基或保护的羟基；R.sub.2和R.sub.4分别为氢，C.sub.1-9烷基，C.sub.5-8环烷基，C.sub.5-8环烷基-C.sub.1-6烷基，苯基，苯基C.sub.1-6烷基，萘基，萘基C.sub.1-6烷基，其中苯基或萘基可能被一个或多个卤素，三氟甲基，C.sub.1-6烷基，C.sub.1-6烷氧基或硝基取代，或R.sub.2和R.sub.4与它们连接的碳原子一起代表C.sub.5-8环烷基；R.sub.5为氢，C.sub.1-4烷基或苯基；及其盐；具有有用的药理学特性，包括抗胃分泌、支气管扩张剂和抑制血小板聚集活性。