methyl 2-tetrahydrothienyl ketone | 41137-44-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫杂环戊烷
• 英文名称: methyl 2-tetrahydrothienyl ketone
• 英文别名: 1-(tetrahydro-2-thienyl)ethanone；1-(tetrahydro-thien-2-yl)ethanone；1-(Thiolan-2-yl)ethan-1-one；1-(thiolan-2-yl)ethanone
• CAS: 41137-44-4
• 化学式: C₆H₁₀OS
• 分子量: 130.211
• InChiKey: VNKIDAPTACTWEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 2-tetrahydrothienyl ketone 生成 [(E)-1-(thiolan-2-yl)ethylideneamino] N-methylcarbamate
  参考文献：
  名称：

  STRUNK, RICHARD J.;MOORE, RICHARD C.

  摘要：

  DOI：
• 作为产物：
  描述：

  2-乙酰基噻吩 生成 methyl 2-tetrahydrothienyl ketone
  参考文献：
  名称：

  PARNES Z. N.; LYAXOVETSKIJ YU. I.; DOLGOVA S. P.; PAXOMOV A. S.; KURSANOV+, IZV. AN CCCP. CEP. XIM., 1977, HO 11, 2526-2529

  摘要：

  DOI：

文献信息

• Reaction of Thiolesters with Nitrogen Ylides
  作者：Svatava Voltrova、Jiri Srogl

  DOI：10.1002/ejoc.200701191

  日期：2008.4

  The pairing of unstabilized nitrogen ylides generated in situ with functionalized thiolesters under ambient conditions resulted in a new intramolecular carbon–carbon bond forming reaction. The scope of the reaction was illustrated with a series of substituted thiolester substrates. This reaction represents a new method for the synthesis of 2-substituted tetrahydrothienyl compounds through a unique

  在环境条件下原位生成的不稳定氮叶立德与官能化硫醇酯的配对导致新的分子内碳-碳键形成反应。反应范围用一系列取代的硫醇酯底物说明。该反应代表了一种通过独特的 1,2-硫醇转移合成 2-取代四氢噻吩基化合物的新方法。虽然氮叶立德以前已用于合成，但很少有将不稳定的氮叶立德用于具有合成意义的转化的例子。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
• Novel C-2 Substituted Carbapenem Derivatives. Part I. Synthesis and Biological Activity of Non-aromatic Heterocyclic Derivatives.
  作者：GEORGE BURTON、NICOLA J. C. CLEAR、A. JOHN EGLINGTON、ANGELA W. GUEST、ERIC HUNT、ANTOINETTE NAYLOR、MICHAEL J. PEARSON、ANDREW K. TAKLE

  DOI：10.7164/antibiotics.49.1258

  日期：——

  A new series of carbapenems, having a saturated or partially unsaturated heterocycle at C-2, has been synthesised. The in vitro antibacterial activity of these compounds and their stability to human dehydropeptidase-1 (DHP-1) are described. The stereochemistry of the C-2 side-chain and the presence of a double bond in the heterocycle were shown to have significant effects on the stabilities of the

  合成了一系列新的碳青霉烯类，在C-2处具有饱和或部分不饱和的杂环。描述了这些化合物的体外抗菌活性及其对人脱氢肽酶-1（DHP-1）的稳定性。C-2侧链的立体化学和杂环中双键的存在对化合物对DHP-1的稳定性有重大影响。
• [EN] DIASTEREOMERIC 5R,6S-6-(1R-HYDROXYETHYL)-2-(CIS-1-OXO-3-THIOLANYLTHIO)-2-PENEM-3-CARBOXYLIC ACIDS
  申请人：PFIZER INC.

  公开号：WO1988008845A1

  公开（公告）日：1988-11-17

  (EN) Diastereomeric 5R,6S-6-(1R-hydroxyethyl)-2-(1S-oxo-3R-thiolanylthio)-2-penem-3-carboxylic acid and 5R,6S-6-(1R-hydroxyethyl)-2-(1R-oxo-3S-thiolanylthio)-2-penem-3-carboxylic acid, and pharmaceutically-acceptable salts and $i(in vivo) hydrolyzable esters thereof, useful as systemic antibacterial agents; and intermediates and processes which are useful in the said synthesis of said diastereoisomers.(FR) Acide diastéréomère 5R,6S-6-(1R-hydoxyéthyle)-2-(1S-oxo-3-R-thiolanylthio)-2-penem-3-carboxylique et acide 5R,6S-6-(1R-hydroxyéthyle)-2-(1R-oxo-3S-thiolanylthio)-2-penem-3-carboxylique, des sels pharmaceutiquement acceptables et leurs esters hydrolysables $i(in vivo), utiles à titre d'agents antibactériens du système, des agents intermédiaires et des procédés ayant une utilité dans ladite synthèse desdits diastéréoisomères.

  (中文翻译) 所述的对映异构体5R,6S-6-(1R-羟乙基)-2-(1S-氧代-3R-硫代基硫基)-2-青霉烷-3-羧酸和5R,6S-6-(1R-羟乙基)-2-(1R-氧代-3S-硫代基硫基)-2-青霉烷-3-羧酸，以及其药学上可接受的盐和在体内可水解的酯，可用作全身抗菌剂；以及在所述对映异构体的合成中有用的中间体和工艺。
• Substituted oxime carbamates
  申请人：UNIROYAL, INC.

  公开号：EP0158496A2

  公开（公告）日：1985-10-16

  A compound having the formula wherein R is C1-C4 alkyl, cyclopropyl, C2-C4 alkoxyalkyl, C4-C8 dialkylaminoalkyl, C2-C4 alkylthioalkyl, C2-C4 alkylsulfinylalkyl, C2-C4 alkylsulfonylalkyl, phenyl, C7-C9 aralkyl, C7-C9 alkaryl, furyl, thienyl or pyridyl; R1 is hydrogen or C1-C4 alkyl; R2 is hydrogen or C1-C4 alkyl; R3, R4 and R5 are the same or different and the hydrogen or C1-C4 alkyl; R6 and R7 are the same or different and are hydrogen, C1-C4 alkyl, allyl, benzyl or tolyl with the proviso that both R6 and R7 are not hydrogen; and n is 0, 1 or 2 and methods of making same are disclosed. This compound is useful as a pesticide. Intermediates useful in synthesizing this pesticidally effective compound are also taught. These intermediate compounds have the structural formulas where R, R', R2, R3, R4, R5 and n have the same meanings as the pesticidally effective compound recited above; and Q is a leaving group. Methods of making these intermediate compounds are described.

  一种化合物，其式如下 其中 R 是 C1-C4 烷基、环丙基、C2-C4 烷氧基烷基、C4-C8 二烷基氨基烷基、C2-C4 烷硫基烷基、C2-C4 烷基亚磺酰基烷基、C2-C4 烷基磺酰基烷基、苯基、C7-C9 芳基、C7-C9 芳烷基、呋喃基、噻吩基或吡啶基；R1 是氢或 C1-C4 烷基；R2 是氢或 C1-C4 烷基；R3、R4 和 R5 相同或不同，是氢或 C1-C4 烷基；R6 和 R7 相同或不同，是氢、C1-C4 烷基、烯丙基、苄基或甲苯基，但 R6 和 R7 都不是氢；n 是 0、1 或 2。该化合物可用作杀虫剂。 此外，还介绍了用于合成这种杀虫剂有效化合物的中间体。这些中间体化合物的结构式为 其中 R、R'、R2、R3、R4、R5 和 n 的含义与上述杀虫剂有效化合物相同；Q 是离去基团。描述了制造这些中间体化合物的方法。
• Diastereomeric 5R,6S-6-(1R-hydroxyethyl)-2-(cis-1-oxo-3-thiolanylthio)-2-penem-3-carboxylic acids
  申请人：PFIZER INC.

  公开号：EP0294934A2

  公开（公告）日：1988-12-14

  Diastereomeric 5R,6S-6-(1R-hydroxyethyl)-2-(1S-oxo-­3R-thiolanylthio)-2-penem-3-carboxylic acid and 5R,6S-­6-(1R-hydroxyethyl)-2-(1R-oxo-3S-thiolanylthio)-2-penem-­3-carboxylic acid, and pharmaceutically-acceptable salts and in vivo hydrolyzable esters thereof, useful as systemic antibacterial agents; and intermediates and processes which are useful in the said synthesis of said diastereoisomers.

  非对映异构体 5R,6S-6-(1R-羟乙基)-2-(1S-氧代-3R-硫代巯基)-2-青霉烯-3-羧酸和 5R,6S-6-(1R-羟乙基)-2-(1R-氧代-3S-硫代巯基)-2-青霉烯-3-羧酸，及其药学上可接受的盐类和体内可水解的酯类，可用作全身抗菌剂；以及用于合成上述非对映异构体的中间体和工艺。