4-(2-bromoethylidene)tetrahydro-2H-pyran | 21378-20-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 4-(2-bromoethylidene)tetrahydro-2H-pyran
• 英文别名: 4-(2-bromoethylidene)tetrahydropyran；4-(2-bromoethylidene)oxane
• CAS: 21378-20-1
• 化学式: C₇H₁₁BrO
• 分子量: 191.068
• InChiKey: ALIMDXRFPWKTBB-UHFFFAOYSA-N

物化性质

• 沸点：
  73 °C(Press: 1.5 Torr)
• 密度：
  1.494±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(2-bromoethylidene)tetrahydro-2H-pyran 在 溶剂黄146 cesiumhydroxide monohydrate 、 苄基三乙基氯化铵 、 水 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 76.5h， 生成 ethyl 2-{[(4-nitrophenyl)sulfonyl]amino}-4-(tetrahydro-4Hpyran-4-ylidene)butanoate
  参考文献：
  名称：

  [EN] CHEMICAL COMPOUNDS
  [FR] COMPOSÉS CHIMIQUES

  摘要：

  揭示了III式化合物。还揭示了这些化合物的盐，包括这些化合物或盐的药物组合物，以及通过给予这些化合物或盐来治疗HCV感染的方法。

  公开号：

  WO2011028596A1
• 作为产物：
  描述：

  (四氢吡喃-4-亚基)乙酸乙酯 在 四溴化碳 、 二异丁基氢化铝 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-(2-bromoethylidene)tetrahydro-2H-pyran
  参考文献：
  名称：

  Novel Spiroketal Pyrrolidine GSK2336805 Potently Inhibits Key Hepatitis C Virus Genotype 1b Mutants: From Lead to Clinical Compound

  摘要：

  [GRAPHICS]Rapid clinical progress of hepatitis C virus (HCV) replication inhibitors, including these selecting for resistance in the NS5A region (NS5A inhibitors), promises to revolutionize HCV treatment. Herein, we describe our explorations of diverse spiropyrrolidine motifs in novel NS5A inhibitors and a proposed interaction model. We discovered that the 1,4-dioxa-7-azaspiro[4.4]nonane motif in inhibitor 41H (GSIC2236805) supported high potency against genotypes la and lb as well as in genotype 1b L31V and Y93H mutants. Consistent with this, 41H potently suppressed HCV RNA in the 20-day RNA reduction assay. Pharmacokinetic and safety data supported further progression of 41H to the clinic.

  DOI：

  10.1021/jm4013104

文献信息

• Substituted piperidines as therapeutic compounds
  申请人：Speedel Experimenta AG

  公开号：EP2018862A1

  公开（公告）日：2009-01-28

  Described are compounds of the general formula (I) and pharmaceutically acceptable salt thereof, in which R2, R3, W,and X have the definitions illustrated in detail in the description, as beta-secretase, cathepsin D, plasmepsin II and/or HIV protease inhibitors.

  描述了一般式（I）的化合物及其药用可接受的盐，其中R2、R3、W和X的定义在描述中详细说明，作为β-分泌酶、半胱氨酸蛋白酶D、质体蛋白酶II和/或HIV蛋白酶抑制剂。
• Radical Aza-Cyclization of α-Imino-oxy Acids for Synthesis of Alkene-Containing <i>N</i>-Heterocycles via Dual Cobaloxime and Photoredox Catalysis
  作者：Jia-Lin Tu、Jia-Li Liu、Wan Tang、Ma Su、Feng Liu

  DOI：10.1021/acs.orglett.0c00224

  日期：2020.2.7

  Nitrogen-containing heterocycles are prevalent in both naturally and synthetically bioactive molecules. We report herein an unprecedented protocol for radical aza-cyclization of α-imino-oxy acids with pendant alkenes via synergistic photoredox and cobaloxime catalysis. With or without alkenes as the intermolecular cross-coupling partners, the transformation provides a variety of corresponding alkene-containing dihydropyrrole

  天然和合成生物活性分子中都普遍存在含氮杂环。我们在本文中报道了一种空前的协议，用于通过协同光氧化还原和钴肟催化的α-亚氨基-氧酸与侧链烯烃的氮杂氮环化。在有或没有烯烃作为分子间交叉偶联伴侣的情况下，转化以令人满意的产率提供了多种相应的含烯烃的二氢吡咯产物。在存在外部烯烃的情况下，串联反应产生具有优异的化学和立体选择性的E-选择性偶联产物。
• Chiral 1,2,3‐Triazolium Salt Catalyzed Asymmetric Mono‐ and Dialkylation of 2,5‐Diketopiperazines with the Construction of Tetrasubstituted Carbon Centers
  作者：Ju‐Song Yang、Ka Lu、Chen‐Xiao Li、Zu‐Hang Zhao、Xiao‐Ming Zhang、Fu‐Min Zhang、Yong‐Qiang Tu

  DOI：10.1002/anie.202114129

  日期：2022.2.21

  Chiral spirocyclic-amide-derived triazolium salts were used as new phase-transfer organocatalysts for asymmetric alkylation to construct 2,5-diketopiperazine motifs containing one or two tetrasubstituted carbon centers in high yields with excellent cis-diastereoselectivity and enantioselectivity. Control experiments and DFT calculations revealed the possible reaction mechanism and the origins of the

  手性螺环酰胺衍生的三唑鎓盐被用作不对称烷基化的新型相转移有机催化剂，以高产率构建含有一个或两个四取代碳中心的 2,5-二酮哌嗪基序，具有优异的顺式-非对映选择性和对映选择性。对照实验和 DFT 计算揭示了可能的反应机理和异常非对映选择性和对映选择性的起源。
• New reactions of α-allylation of CH-acids with carbonyl groups
  作者：A. I. Moskalenko、V. I. Boev

  DOI：10.1134/s1070428015020049

  日期：2015.2

  New α-allylation reactions were performed of CH-acids with carbonyl groups (β-ketoacetic esters, phenylacetone, β-tetralone, ethyl acetate and its α-substituted derivatives) using as deprotonating reagents depending on the substrate acidity sodium hydride, potassium tert-butilate, and sodium bis(trimethylsilyl)-amide. BrCH2CH=CRR′ (R= R′ = H, Me; R = Me, R′ = CH2Ph, CH2CH2Ph) and BrCH2CH=X (X = cyclohexanylidene

  根据底物酸度，氢化钠，叔碳酸钾和苯甲酸的不同，使用带去质子试剂对具有羰基的CH-酸（β-酮乙酸酯，苯丙酮，β-四氢萘酮，乙酸乙酯及其α-取代衍生物）进行新的α-烯丙基化反应。丁酸酯和双（三甲基甲硅烷基）-酰胺钠。BrCH 2 CH = CRR'（R = R'= H，Me; R = Me，R'= CH 2 Ph，CH 2 CH 2 Ph）和BrCH 2 CH = X（X =环己叉基，4-吡喃基，4- N-Boc-哌啶亚基）用作烯丙基化剂。
• SUBSTITUTED 4-PHENYLPIPERIDINES
  申请人：Herold Peter

  公开号：US20090029981A1

  公开（公告）日：2009-01-29

  The application relates to substituted 4-phenylpiperidines of the general formula and their salts, preferably their pharmaceutically acceptable salts, in which R 2 , R 3 , W and X have the meanings explained in the description, a process for their preparation and the use of these compounds as medicines, especially as renin inhibitors.

  该申请涉及通式中的取代的4-苯基哌啶及其盐，优选其药学上可接受的盐，其中R2、R3、W和X的含义在说明中解释，以及它们的制备方法和这些化合物作为药物的用途，特别是作为肾素抑制剂。