5-Chloro-dihydro-2(3H)-furanone | 36603-83-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 5-Chloro-dihydro-2(3H)-furanone
• 英文别名: γ-chloro-γ-butyrolactone；5-chloro-γ-butyrolactone；gamma chlorobutyrolactone；4-Chloro-4-butyrolactone；Cl-GBL；5-chloro-dihydro-furan-2-one；5-Chlorooxolan-2-one
• CAS: 36603-83-5
• 化学式: C₄H₅ClO₂
• 分子量: 120.535
• InChiKey: NFBMTNUCIVXBHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Chloro-dihydro-2(3H)-furanone 在 palladium on activated carbon 、 氢气 作用下， 200.0 ℃ 、101.33 kPa 条件下， 反应 149.0h， 以97.98%的产率得到γ-丁内酯
  参考文献：
  名称：

  호모세린계 화합물의 처리 공정

  摘要：

  This is the translation of the text into Chinese: 本发明涉及从同系列化合物中制备可用作工业中重要化合物的中间体的有用化合物，旨在提供一种从同系列化合物中大规模生产有用化合物的简单且高效的处理工艺。

  公开号：

  KR20150118287A
• 作为产物：
  描述：

  丁二酰氯 在 四(三苯基膦)钯 三正丁基氢锡 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 5-Chloro-dihydro-2(3H)-furanone
  参考文献：
  名称：

  Palladium-catalyzed reaction of tributyltin hydride with acyl chlorides. A mild, selective, and general route to aldehydes

  摘要：

  DOI：

  10.1021/jo00335a023

文献信息

• Lactol esters of ampicillin.
  作者：ICHIRO ISAKA、KOHZI NAKANO、TERUYA KASHIWAGI、AKIO KODA、HIROSHI HORIGUCHI、HIDEFUMI MATSUI、KOZO TAKAHASHI、MASUO MURAKAMI

  DOI：10.1248/cpb.24.102

  日期：——

  Several lactol esters of D-α-aminobenzylpenicillin hydrochloride (Va-e) were synthesized from the corresponding lactol esters of benzylpenicillin (IIa-e) or from D-α-aminobenzylpenicillin (ampicillin). The lactol esters IIa-e were prepared with potassium benzylpenicillinate (I) and certain halides of lactols. Among them, two isomers of 2 (5H)-furanone-5-yl benzylpenicillinate (IIb) could be easily separated from the mixture of the stereoisomers due to C5' position of the lactol moiety. We found that all of these lactol esters of ampicillin hydrochloride (Va-e) showed higher blood concentrations of ampicillin after oral administration to rats than that of ampicillin itself. Particularly Va and Ve were much superior.

  几种D-α-氨基苄青霉素盐酸盐的乳醇酯（Va-e）是通过相应的苄青霉素（IIa-e）乳醇酯或D-α-氨基苄青霉素（氨苄青霉素）合成的。乳醇酯IIa-e是采用苄青霉素钾盐（I）和某些乳醇的卤化物制备的。在这些化合物中，由于乳醇部分的C5'位，两个2（5H）-呋喃酮-5-基苄青霉酸盐（IIb）的异构体能够很容易地从立体异构体的混合物中分离出来。我们发现，在口服给药后，这些氨苄青霉素盐酸盐的乳醇酯（Va-e）在大鼠体内的血药浓度均高于氨苄青霉素本身，特别是Va和Ve表现得更为优越。
• Novel glucocorticoid antedrugs possessing a 21-(γ-lactone) ring
  作者：Richard M. Angell、Keith Biggadike、Rosanne M. Farrell、Stephen S. Flack、Ashley P. Hancock、Wendy R. Irving、Sean M. Lynn、Panayiotis A. Procopiou

  DOI：10.1039/b200190j

  日期：2002.3.8

  A series of novel pregnane derivatives bearing γ-butyrolactones at C21 were prepared and tested as glucocorticoid agonists. The compounds were also tested for their lability in human plasma, and found to be rapidly hydrolysed by the enzyme paraoxonase to the respective hydroxyacids.

  一系列新型的孕烷衍生物，其在C21位带有γ-丁内酯结构，被制备并测试作为糖皮质激素激动剂。同时，这些化合物也在人体血浆中进行了稳定性测试，并发现它们能被酶对氧磷酶迅速水解为其各自的羟酸。
• 17&bgr;-2-oxo-tetrahydrofuranyl)-carbothioic acid ester, -carboxylic acid ester and -carboxylic acid amide androstane derivatives
  申请人：Glaxo Wellcome Inc.

  公开号：US06197761B1

  公开（公告）日：2001-03-06

  Compounds of the androstane series are described having general formula and solvates thereof, in which R1 represents O, S or NH; R2 individually represents OC(═O)C1-6 alkyl; R3 individually represents hydrogen, methyl (which may be in either the &agr; or &bgr; configuration) or methylene; or R2 and R3 together represent where R6 and R7 are the same or different and each represents hydrogen or C1-6 alkyl; R4 and R5 are the same or different and each represents hydrogen or halogen and represents a single or a double bond. These compounds and their solvates have use in medicine as anti-inflammatory or anti-allergic agents.

  本发明涉及一般式及其溶剂化物的雄甾烷系化合物，其中R1代表O、S或NH；R2分别代表OC(═O)C1-6烷基；R3分别代表氢、甲基（可以是α或β构型）或亚甲基；或者R2和R3一起代表其中R6和R7相同或不同，分别代表氢或C1-6烷基；R4和R5相同或不同，分别代表氢或卤素，表示单键或双键。这些化合物及其溶剂化物在医学上可用作抗炎或抗过敏剂。
• <i>N</i>-Phthaloylglycine-Derived Strigol Analogues. Influence of the D-Ring on Seed Germination Activity of the Parasitic Weeds <i>Striga hermonthica</i> and <i>Orobanche crenata</i>
  作者：Jan Willem J. F. Thuring、Harry H. Bitter、Margreet M. de Kok、Gérard H. L. Nefkens、Annemiek M. D. A. van Riel、Binne Zwanenburg

  DOI：10.1021/jf9604652

  日期：1997.6.1

  Several strigol analogues with modifications in the D-ring were synthesized and assayed for germination stimulatory activity of seeds of Striga hermonthica and Orobanche crenata. All of these D-ring analogues are derived from N-phthaloylglycine as the common ABC-fragment. It was concluded that the correct structure of the 2(5H)-furanone D-ring is essential to retain full biological activity.
• Tsybina,N.M. et al., Journal of Organic Chemistry USSR (English Translation), 1972, vol. 8, p. 720 - 723
  作者：Tsybina,N.M. et al.

  DOI：——

  日期：——