3,4-dihydro-2H-pyran-2-carboxylic acid sodium salt | 16698-52-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 3,4-dihydro-2H-pyran-2-carboxylic acid sodium salt
• 英文别名: 3,4-dihydro-2H-pyran-2-carboxylic acid ; sodium-salt；3,4-Dihydro-2H-pyran-2-carbonsaeure; Natrium-Salz；sodium 3,4-dihydro-2H-pyran-2-carboxylate；sodium salt of 3,4-dihydro-2H-pyran-2-carboxylic acid；3,4-Dihydro-2 H-pyran-2-carboxylic acid, sodium salt；3,4-dihydro-2H-pyran-2 carboxylic acid sodium salt；sodium;3,4-dihydro-2H-pyran-2-carboxylate
• CAS: 16698-52-5
• 化学式: C₆H₇O₃*Na
• 分子量: 150.11
• InChiKey: QLCKHRQGBNMBPB-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.57
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  3,4-dihydro-2H-pyran-2-carboxylic acid sodium salt 在 硫酸 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 为溶剂， 反应 21.5h， 生成 1-(3,4-二氢-2H-吡喃-2-基)乙酮
  参考文献：
  名称：

  Copp, Richard R.; Mundy, Bradford P., Synthetic Communications, 1989, vol. 19, # 16, p. 2851 - 2858

  摘要：

  DOI：

文献信息

• Experimental studies of the anomeric effect. Part VI. Ring inversion equilibria in cyclohexane, tetrahydropyran and piperidine rings substituted by a carbomethoxy or a cyano group.
  作者：Harold Booth、J. Mark Dixon、Khedhair A. Khedhair

  DOI：10.1016/s0040-4020(01)89862-8

  日期：1992.1

  The ring inversion equilibrium in carbomethoxycyclohexane is compared with those in 2-carbomethoxy-tetrahydropyran and 2-carbomethoxypiperidine through a variable temperature nmr study of the positions of equilibria. The derived ΔHoa→e values (kcal mol−1) of −1.24 (cyclohexane), −1.69 (tetrahydropyran) and −0.54 (piperidine) can be rationalised in terms of competition between steric effects and endo-anomeric

  通过对平衡位置进行可变温度核磁共振研究，比较了碳甲氧基环己烷中的环反转平衡与2-碳甲氧基-四氢吡喃和2-碳甲氧基哌啶中的环反转平衡。所导出的ΔH Ô一个→ë值（千卡摩尔-1的-1.24（环己烷）），-1.69（四氢吡喃）和-0.54（哌啶）可在空间效应和环的内切端基异构效应之间竞争的角度来合理化杂原子。可变温度的研究也已经给ΔH ö一个→ë值（千卡摩尔-1）表示在氰基环己烷，2-氰基四氢吡喃和2-氰基哌啶中的环转化率为-0.18，+ 0.36和+2.22。CN的立体效应很小，ΔH°值的趋势与稳定的沿C，O，N系列的端基异头异构体效应的预期相一致。
• Formation of reactive tricyclic intermediates via the intramolecular cyclopropanation of dihydropyrans. Synthesis of eucalyptol
  作者：Julian Adams、Michel Belley

  DOI：10.1016/s0040-4039(00)84452-4

  日期：1986.1

  Tricyclic compound 3 was synthesized via a cyclopropanation reaction promoted by [Rh(OAc)2]2. This highly strained compound was found to undergo selective chemical transformations to give [2.2.2] oxa-bicyclic ketones. This methodology was applied in a total synthesis of the monoterpene, eucalyptol.

  通过[Rh（OAc）2 ] 2促进的环丙烷化反应合成三环化合物3 。发现该高度应变的化合物经历选择性的化学转化，以产生[2.2.2]氧杂双环酮。该方法应用于单萜桉树油的全合成。
• The absolute configuration of 6,8-dioxabicyclo[3.2.1]octane and several methyl substituted derivatives
  作者：N. Ibrahim、T. Eggimann、E.A. Dixon、H. Wieser

  DOI：10.1016/s0040-4020(01)81959-1

  日期：1990.1

  enantiomers of 6,8-dioxabicyclo[3.2.1]octane and the alkyl substituted derivatives, exo- and endo-7-methyl, exo- and endo-5,7-dimethyl, 7,7-dimethyl, and exo- and endo-7-ethyl-5-methyl (exo- and endo-brevicomin), were synthesized stereoselectively with known configuration by standard synthetic methods, or with baker's yeast, or both. The correlation between the absolute configuration of the bicyclic rings and

  6,8-二氧杂双环[3.2.1]辛烷的对映异构体和烷基取代的衍生物，exo-和内部-7-甲基，exo-和内部-5,7-二甲基，7,7-二甲基和exo-和内-7-乙基-5-甲基（外-和内-brevicomin），通过已知的构型，通过标准合成方法，或与面包酵母，或两者，立体选择性地合成。通过手性络合气相色谱法建立了两个分子的双环绝对构型与旋光性之间的相关性，此前尚不知道这种相关性。在所有情况下，（1R）对映异构体均显示正旋转。建立了始终以高光学纯度生产的酵母产品的绝对构型。
• Dihydropyran-2-carboxylic acid, a novel bifunctional linker for the solid-phase synthesis of peptides containing a C-terminal alcohol
  作者：Hsing-Pang Hsieh、Ying-Ta Wu、Shui-Tein Chen

  DOI：10.1039/a707934f

  日期：——

  Dihydropyran-2-carboxylic acid, a novel compound used to link an amino alcohol and an amine resin, is utilised for the solid-phase synthesis of peptide alcohols via the Fmoc strategy; this bifunctional linker was effectively applied to the synthesis of Octreotide.

  二氢吡喃-2-羧酸是一种新型化合物，用于连接氨基醇和胺树脂，采用Fmoc策略在固相合成肽类醇；这种双功能连接剂有效地应用于奥曲肽的合成。
• The synthesis of<i>syn</i>- and<i>anti</i>-2(<i>S</i>)-phthalimido-methyl-2,3,4,4a,7,7a-hexahydro-6-oxo-5<i>H</i>-pyrano-[2,3-<i>b</i>]pyrroles as rigid β-bend peptide-mimetics
  作者：John L. Krstenansky、Michelle Del Rosario-Chow、Bruce L. Currie

  DOI：10.1002/jhet.5570290406

  日期：1992.7

  The synthesis of the syn- 14 and anti- 13 isomers of 2(S)-phthalimidornethyl-2,3,4,4a,7,7a-hexahydro-6-oxo-5H-pyrano[2,3-b]pyrrole was accomplished starting from sodium 3,4-dihydro-2H-pyran-2-carboxylate. The isomers were separated by preparative high performance liquid chromatography. Both isomers can serve as β-bend mimetics and represent three amino acids plus the amino group of the fourth amino

  所述的合成顺式- 14和抗- 13分2（异构体小号）-phthalimidornethyl甲基-2,3,4,4a，7,7A六氢-6-氧代-5- ħ吡喃并[2,3- b ]吡咯从3，4-二氢-2 H-吡喃-2-羧酸钠开始完成。通过制备型高效液相色谱分离异构体。两种异构体都可以充当β-弯曲模拟物，代表三个氨基酸加一个肽的第四个氨基酸的氨基。将内酰胺氮烷基化以提供相当于第四氨基酸残基的亮氨酸。

表征谱图