1-pyrrolidyl-1,1-dimethoxyethane | 339199-74-5

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1-pyrrolidyl-1,1-dimethoxyethane
• 英文别名: 1-(1,1-Dimethoxyethyl)pyrrolidine
• CAS: 339199-74-5
• 化学式: C₈H₁₇NO₂
• 分子量: 159.228
• InChiKey: NSJQTBSPDZYLQG-UHFFFAOYSA-N

物化性质

• 沸点：
  170.4±30.0 °C(Predicted)
• 密度：
  1.003±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-pyrrolidyl-1,1-dimethoxyethane 、 5’-脱氧-5-氟胞嘧啶核苷 以 甲醇 为溶剂， 反应 10.0h， 以15%的产率得到1-((2R,3R,4S,5R)-3,4-dihydroxy-5-methyltetrahydrofuran-2-yl)-5-fluoro-4-((1-(pyrrolidin-1-yl)ethylidene)amino)pyrimidin-2(1H)-one
  参考文献：
  名称：

  Design, synthesis and anti-tumoractivity of novel amidine derivatives of doxifluridine

  摘要：

  A series of novel amidine derivatives of doxifluridine were synthesized using acid amide as the starting material, and their antitumor activity was evaluated in A549 cells. Compounds 10 and 11 demonstrated were more potent than 5-Fu, which was used as a positive control. Compound 10, which were found to be the most potent one with IC50 of 3.2 mu mol/L, was 16 times more potent than 5-Fu with IC50 of 52 mu mol/L to the A549 cells. A new route was designed to synthesize 5'-deoxy-5-fluorocytidine. All compounds were characterized by H-1 NMR, MS and X-ray spectras in detail. (C) 2009 K. Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2009.10.013
• 作为产物：
  描述：

  1-乙酰基吡咯烷 、 sodium methylate 、 硫酸二甲酯 以 Petroleum ether 为溶剂， 反应 4.5h， 生成 1-pyrrolidyl-1,1-dimethoxyethane
  参考文献：
  名称：

  Design, synthesis and anti-tumoractivity of novel amidine derivatives of doxifluridine

  摘要：

  A series of novel amidine derivatives of doxifluridine were synthesized using acid amide as the starting material, and their antitumor activity was evaluated in A549 cells. Compounds 10 and 11 demonstrated were more potent than 5-Fu, which was used as a positive control. Compound 10, which were found to be the most potent one with IC50 of 3.2 mu mol/L, was 16 times more potent than 5-Fu with IC50 of 52 mu mol/L to the A549 cells. A new route was designed to synthesize 5'-deoxy-5-fluorocytidine. All compounds were characterized by H-1 NMR, MS and X-ray spectras in detail. (C) 2009 K. Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2009.10.013

文献信息

• [EN] PROCESS FOR THE SYNTHESIS OF 3,3A,6,6A-TETRAHYDRO-2H-CYCLOPENTAN 'B ! FURAN-2-ONE<br/>[FR] PROCEDE DE SYNTHESE DE 3,3A,6,6A-TETRAHYDRO-2H-CYCLOPENTAN [B] FURAN-2-ONE
  申请人：UPJOHN CO

  公开号：WO2004056749A1

  公开（公告）日：2004-07-08

  The present invention relates to a process for the synthesis of 3,3a,6,6a-tetrahydo-2H-cyclopentan[b]furan-2-one.

  本发明涉及一种合成3,3a,6,6a-四氢-2H-环戊基呋喃-2-酮的方法。
• Process for preparing adjacently disubstituted ketones, novel prostaglandins E1 and anti-thrombotic compositions containing them
  申请人：TEIJIN LIMITED

  公开号：EP0019475A2

  公开（公告）日：1980-11-26

  Novel 7-hydroxyprostaglandins E1, or stereoisomers thereof, or protected derivatives thereof, having the following formula: wherein R3 represents H, CH3 or C2H5, R9 represents H or CH3, R10 and R are identical or different, and each represents H, tetrahydropyranyl or t-butyldimethylsilyl. Also provided is a process for producing adjacently disubstituted ketones including the above novel compounds, which process comprises reacting an a, #-unsaturated carbonyl compound with a cuprous salt and an organolithium compound in an aprotic inert organic medium in the presence of trialkylphosphine, the amounts of said cuprous salt and said organolithium compound being substantially equimolar, and reacting the product with a protected acetal derivative of an organic carbonyl compound or an aldehyde in the presence of a Lewis acid if necessary followed by reacting the product with a proton donor.

  具有下式的新型 7-羟基前列腺素 E1 或其立体异构体或其保护衍生物： 其中 R3 代表 H、CH3 或 C2H5，R9 代表 H 或 ，R10 和 R 相同或不同，且各自代表 H、四氢吡喃基或叔丁基二甲基硅基。 还提供了一种生产包括上述新型化合物在内的邻接二取代酮的工艺，该工艺包括在三 烷基膦存在下，在氩惰性有机介质中使 a，#-不饱和羰基化合物与亚铜盐和有机锂化合物 反应、所述亚铜盐和所述有机锂化合物的量基本等摩尔，必要时在路易斯酸存在下，使产物与有机羰基化合物或醛的受保护缩醛衍生物反应，然后使产物与质子供体反应。
• Process for the synthesis of 3.3A.6.6A-tetrahydro-2H-cyclopentan[b]furan-2-one
  申请人：——

  公开号：US20040147775A1

  公开（公告）日：2004-07-29

  The present invention relates to a process for the synthesis of 3,3a,6,6a-tetrahydo-2H-cyclopentan[b]furan-2-one.

  本发明涉及一种合成 3,3a,6,6a-四氢-2H-环戊烷[b]呋喃-2-酮的工艺。
• PROCESS FOR THE SYNTHESIS OF 3,3A,6,6A-TETRAHYDRO-2H-CYCLOPENTAN[B]FURAN-2-ONE
  申请人：Pharmacia & Upjohn Company LLC

  公开号：EP1581479A1

  公开（公告）日：2005-10-05
• US4315032A
  申请人：——

  公开号：US4315032A

  公开（公告）日：1982-02-09