(3ar,6ac)-hexahydro-cyclopentaoxazol-2-one | 114364-42-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (3ar,6ac)-hexahydro-cyclopentaoxazol-2-one
• 英文别名: 4,5-Trimethylen-2-oxazolidon；hexahydro-2H-cyclopenta[d]oxazol-2-one；3,3a,4,5,6,6a-hexahydrocyclopenta[d][1,3]oxazol-2-one
• CAS: 114364-42-0
• 化学式: C₆H₉NO₂
• mdl: MFCD19218341
• 分子量: 127.143
• InChiKey: BYBIMGJXEDBVDP-UHFFFAOYSA-N

物化性质

• 沸点：
  353.1±9.0 °C(Predicted)
• 密度：
  1.193±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090
• 储存条件：
  存储条件：2-8℃，密封保存，置于干燥处。

反应信息

• 作为产物：
  描述：

  (trans-2-iodo-cyclopentyl)-carbamic acid methyl ester 生成 (3ar,6ac)-hexahydro-cyclopentaoxazol-2-one
  参考文献：
  名称：

  Relative rates of addition of iodine isocyanate to unsaturated compounds

  摘要：

  DOI：

  10.1021/jo01271a032

文献信息

• Organotellurium-mediated synthesis of oxazolidin-2-ones from alkenes
  作者：Nan X. Hu、Yoshio Aso、Tetsuo Otsubo、Fumio Ogura

  DOI：10.1039/c39870001447

  日期：——

  Phenyltellurinyl trifluoracetate in combination with ethyl carbamate and boron trifluoride–diethyl ether reacted with alkenes in refluxed 1,2-dichloroethane, regio- and stereo-selectively giving oxazolidin-2-ones in high yields.

  苯乙酸三氟乙酸烷基酯与氨基甲酸乙酯和三氟化硼-二乙醚结合，在回流的1,2-二氯乙烷中与烯烃反应，区域和立体选择性地生成恶唑烷-2-酮。
• Bicycle pyrazole derivative
  申请人：Nakahira Hiroyuki

  公开号：US20070082908A1

  公开（公告）日：2007-04-12

  A compound represented by the following formula (I), a prodrug thereof, or a pharmaceutically acceptable salt of either. These are compounds having high DPP-IV inhibitory activity and improved in safety, nontoxicity, etc. (I) [In the formula, R 1 represents hydrogen, optionally substituted alkyl, etc.; the solid line and dotted line between A 1 and A 2 indicate a double bond (A 1 =A 2 ), etc.; A 1 represents a group represented by the formula C(R 2 ), etc.; A 2 represents a group represented by the formula C(R 4 ), etc.; R 2 represents hydrogen, optionally substituted alkyl, etc.; R 4 represents hydrogen, optionally substituted alkyl, etc.; R 6 represents hydrogen, optionally substituted aryl, etc.; and —Y represents, e.g.; a group represented by the formula (A): (A) (wherein m1 is 0, 1, 2, or 3; and R 7 is absent, or one or two R 7 's are present and each independently represents optionally substituted alkyl, etc.).]

  以下化合物的公式（I）或其前药，或者是任何一种药学上可接受的盐。这些化合物具有高DPP-IV抑制活性和改善安全、无毒性等特点。（I）[在公式中，R1代表氢，可选取代的烷基等；A1和A2之间的实线和虚线表示双键（A1=A2），等等；A1代表由公式C（R2）等表示的基团；A2代表由公式C（R4）等表示的基团；R2代表氢，可选取代的烷基等；R4代表氢，可选取代的烷基等；R6代表氢，可选取代的芳基等；而—Y代表例如由公式（A）表示的一个基团：（A）（其中m1为0、1、2或3；R7不存在，或者存在一个或两个R7，每个独立地代表可选取代的烷基等）。]
• Interaction of substrate and catalyst during the formation of oxazolidinones from 2-aminoalcohols and diethyl carbonate using recyclable 1,3-dichlorodistannoxanes
  作者：Sharon Pulla、Vineed Unnikrishnan、Punnamchandar Ramidi、Shane Z. Sullivan、Anindya Ghosh、Jerry L. Dallas、Pradip Munshi

  DOI：10.1016/j.molcata.2011.01.022

  日期：2011.1.28

  An efficient synthesis of oxazolidinone (OXZ) using 2-aminoalcohols (2AAs) and diethyl carbonate (DEC) as reagents in the presence of recyclable catalyst 1,3-dichloro-1,1,3,3-tetraalkyldistannoxane, [(RR'SnCl)(2)O](2) (1) is reported. 0.5 mol% (with respect to 2AA) of 1 provides OXZ quantitatively within 1 h at 80 C with turnover frequency (TOF) of 200 h(-1). The observed TOF is much higher than the reported value (4 h-1) of the most convenient and commercially feasible K2CO3 catalyst. Chiral 2AAs produce OXZs with 99% ee. Molar dependency of 1, DEC and 2AA is found to be 1:2:2. Molar conductivities (Omega(-1) cm(2) mol(-1)) in DMSO at 25 degrees C are 6.41 for 1a (R = R' = Bu), 5.25 for 1b (R = Bu, R' = Ph), 2.87 for 1c (R = Ph, R' Bu), and 2.21 for 1d (R = R' = Ph) which reveal the mobility of bridged Cl in 1 during reaction. The study of a broad range of substrates and reaction parameters supports a reaction pathway that begins with initial attack by -OH of the pre-formed 2-ethylcarbamato aminoalcohol (2ECA) of 2AA on Sn-b of 1 displacing the bridged Cl. Change in the reaction rates resulted due to various alkyl and aryl substituents on Sn provides better understanding of the distannoxane catalysis, which has not been attempted before for the said reaction. (C) 2011 Elsevier B.V. All rights reserved.
• Hu, Nan Xing; Aso, Yoshio; Otsubo, Tetsuo, Phosphorus and Sulfur and the Related Elements, 1988, vol. 38, p. 177 - 190
  作者：Hu, Nan Xing、Aso, Yoshio、Otsubo, Tetsuo、Ogura, Fumio

  DOI：——

  日期：——
• HU, NAN X.;ASO, YOSHIO;OTSUBO, TETSUO;OGURA, FUMIO, J. CHEM. SOC. CHEM. COMMUN.,(1987) N 19, 1447-1448
  作者：HU, NAN X.、ASO, YOSHIO、OTSUBO, TETSUO、OGURA, FUMIO

  DOI：——

  日期：——