2-s-Butyl-2-hydroxymethyl-1,3-propanediol | 82515-52-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-s-Butyl-2-hydroxymethyl-1,3-propanediol
• 英文别名: 2-Butan-2-yl-2-(hydroxymethyl)propane-1,3-diol
• CAS: 82515-52-4
• 化学式: C₈H₁₈O₃
• 分子量: 162.229
• InChiKey: GOMHEPGTRNLWPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-s-Butyl-2-hydroxymethyl-1,3-propanediol 在 sodium acetate 、 lithium 、 对甲苯磺酸 、 pyridinium chlorochromate 作用下， 以 乙醚 、 二氯甲烷 、 二甲基亚砜 为溶剂， 生成 1-(5-sec-Butyl-2,2-dimethyl-[1,3]dioxan-5-yl)-2-methyl-butan-1-ol
  参考文献：
  名称：

  Bicyclophosphorothionate antagonists exhibiting selectivity for housefly GABA receptors

  摘要：

  2,6,7-Trioxa-1-phosphabicyclo[2.2.2]octane 1-sulfides (bicyclophosphorothionates) with various C1-4 alkyl groups at the 3- and 4-positions were synthesized and tested for their ability to compete with [H-3]4'-ethynyl-4-n-propylbicycloorthobenzoate (EBOB), a non-competitive antagonist of gamma-aminobutyric acid (GABA) receptors, for specific binding to rat-brain and housefly-head membranes, and for their insecticidal activity against houseflies. Among the 3,4-substituted analogues, 20 compounds were selectively active for housefly GABA receptors versus rat GABA receptors. The 3-alkyl groups of C-3 length and the 4-alkyl groups of C-4 length were tolerated in housefly receptors, whereas such bulky substituents were deleterious in rat receptors. The 4-isobutyl-3-isopropyl analogue was the most potent in housefly receptors (IC50 = 45.2 nM), and tert-butylbicyclophosphorothionate (TBPS), with the 4-tert-butyl group and no 3-substituent, was the most potent in rat receptors (IC50 = 62.2 nM). Their receptor selectivities (rat IC50/housefly IC50) were 52 and 0.038, respectively. The insecticidal activity (LD50) of 20 active analogues was well correlated with their potency (IC50) in inhibiting [H-3]EBOB binding to housefly-head membranes (r = 0.93). The results obtained in the present study indicate that the introduction of appropriate alkyl groups into the 3- and ii-positions of bicyclophosphorothionate leads to non-competitive antagonists with increased affinity and selectivity for housefly ionotropic GABA receptors versus rat GABAA receptors. (C) 1999 Society of Chemical Industry.

  DOI：

  10.1002/(sici)1096-9063(199910)55:10<971::aid-ps49>3.0.co;2-j
• 作为产物：
  描述：

  Diethyl s-butylhydroxymethylmalonate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以40%的产率得到2-s-Butyl-2-hydroxymethyl-1,3-propanediol
  参考文献：
  名称：

  Synthesis and some spectral characteristics of bicyclic phosphate, GABA antagonists.

  摘要：

  双环磷酸酯（BPs），即GABA拮抗剂，是通过相应的三醇与磷酰氯反应制备的。这些三醇是通过以下方法之一获得的：（a）具有α氢原子的醛与甲醛的Tollens缩合；（b）以多聚甲醛为反应物的烷基丙二酸酯或α-烷基乙酰乙酸酯的碱催化羟甲基化反应，随后进行还原；（c）二乙基特戊酰基丙二酸酯的还原；或（d）季戊四醇的卤化。一些BPs还可通过BP同系物的官能团修饰得到。4-取代的BPs的1H-NMR谱显示出由于内环亚甲基质子引起的特征双重峰，其位移位置受桥头取代基的电子性质影响。BPs的质谱特征在于环失CH2O的峰。

  DOI：

  10.1271/bbb1961.46.411

文献信息

• Synthesis and some spectral characteristics of bicyclic phosphate, GABA antagonists.
  作者：Yoshihisa OZOE、Morifusa ETO

  DOI：10.1271/bbb1961.46.411

  日期：——

  Bicyclic phosphates (BPs), GABA antagonists, were prepared by reaction of the corresponding triols with phosphoryl chloride. The triols were obtained by one of the following methods: (a) the Tollens condensation of an aldehyde possessing α-hydrogen atoms with formaldehyde; (b) the basecatalyzed hydroxymethylation of alkylmalonates or α-alkylacetoacetates with paraformaldehyde, followed by reduction; (c) the reduction of diethyl pivaloylmalonate; or (d) the halogenation of pentaerythritol. Some BPs were also derived by modification of the functional groups of BP homologs. The 1H-NMR spectra of 4-substituted BPs showed a characteristic doublet peak due to the endocyclic methylene protons, the shift position of which was affected by the electronic nature of the bridgehead substituent. The mass spectra of the PBs were characterized by peaks due to the loss of CH2O from the ring.

  双环磷酸酯（BPs），即GABA拮抗剂，是通过相应的三醇与磷酰氯反应制备的。这些三醇是通过以下方法之一获得的：（a）具有α氢原子的醛与甲醛的Tollens缩合；（b）以多聚甲醛为反应物的烷基丙二酸酯或α-烷基乙酰乙酸酯的碱催化羟甲基化反应，随后进行还原；（c）二乙基特戊酰基丙二酸酯的还原；或（d）季戊四醇的卤化。一些BPs还可通过BP同系物的官能团修饰得到。4-取代的BPs的1H-NMR谱显示出由于内环亚甲基质子引起的特征双重峰，其位移位置受桥头取代基的电子性质影响。BPs的质谱特征在于环失CH2O的峰。
• Curing composition
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0267698A2

  公开（公告）日：1988-05-18

  A curing composition comprising a silane func­tional acrylic polymer component and a silane functional oligomer component. The polymer component is a co-polymer of functional silyl group-containing units derived from monomers of Formula:-     CH₂=CR¹CO₂(CH₂)aL The oligomer component is of formula     E(GKL)₆ in which E is derived from a multifunctional isocyanate oligomer, G is of general formula:-     -[0(CH₂)₅CO]c[O(CH₂)dOCO(CH₂)₂]- and K is of general formula:-     -[NR⁵(CH₂)m]- and where L is a group of Formula

  一种固化组合物，包括硅烷官能团丙烯酸聚合物组分和硅烷官能团低聚物组分。 聚合物组分是含官能团硅基单元的共聚物，这些单元来源于式：- CH₂=CR¹CO₂(CH₂)aL 低聚物组分为式 E(GKL)₆，其中 E 来源于多功能异氰酸酯低聚物，G 为通式：-[0(CH₂)₅CO]c[O(CH₂)dOCO(CH₂)₂]-，K 为通式：-[NR⁵(CH₂)m]-，其中 L 为式的基团。
• OZOE, YOSHIHISA;ETO, MORIFUSA, AGR. AND BIOL. CHEM., 1982, 46, N 2, 411-418
  作者：OZOE, YOSHIHISA、ETO, MORIFUSA

  DOI：——

  日期：——
• Use Of Aqueous Dispersions For Tertiary Mineral Oil Production
  申请人：Huff Jürgen

  公开号：US20080194434A1

  公开（公告）日：2008-08-14

  Use of water-soluble polymers for tertiary mineral oil production by introducing the polymer into a mineral oil deposit, in which the water-soluble polymers are used in the form of a dispersion of the water-soluble polymer and at least one water-soluble, polymeric stabilizer.
• US4785035A
  申请人：——

  公开号：US4785035A

  公开（公告）日：1988-11-15