5-碘戊酸叔丁酯 | 56198-37-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 5-碘戊酸叔丁酯
• 英文名称: 5-iodovaleric acid tert-butyl ester
• 英文别名: 5-iodo-pentanoic acid tert-butyl ester；Tert-butyl 5-iodopentanoate
• CAS: 56198-37-9
• 化学式: C₉H₁₇IO₂
• 分子量: 284.137
• InChiKey: MUZIHYJJSZAJSY-UHFFFAOYSA-N

物化性质

• 沸点：
  249.5±23.0 °C(Predicted)
• 密度：
  1.424±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P201,P202,P261,P264,P270,P271,P280,P302+P352,P304+P340,P308+P313,P310,P330,P361,P403+P233,P405,P501
• 危险品运输编号：
  2810
• 危险性描述：
  H301,H311,H331,H341
• 储存条件：
  存储条件：2-8℃，避光干燥。

反应信息

• 作为反应物：
  描述：

  5-碘戊酸叔丁酯 在 盐酸 、 titanium(III) chloride 、 溶剂黄146 作用下， 以 甲醇 、 氯仿 为溶剂， 生成 D-生物素甲酯
  参考文献：
  名称：

  A total synthesis of biotin based on the stereoselective alkylation of sulfoxides

  摘要：

  DOI：

  10.1021/ja00473a038
• 作为产物：
  描述：

  delta-戊内酯 在 三甲基氯硅烷 、 硫酸 、 sodium iodide 作用下， 以 乙醚 、 乙腈 为溶剂， 反应 20.0h， 生成 5-碘戊酸叔丁酯
  参考文献：
  名称：

  复杂多元醇立体化学的渐进收敛阐明。(-)-Sagittamide A 的绝对构型

  摘要：

  sagittamide A (1) 的绝对立体结构是一种 O-六乙酰长链六羟基-α，ω-二羧酸，使用渐进收敛方法分配，该方法集成了三种用于无环天然产物立体化学分析的强大方案：基于 J分析、13C NMR 通用数据库比较和激子耦合圆二色性。

  DOI：

  10.1021/ja063735y

文献信息

• Substituted 1,4-diazepines and uses thereof
  申请人：——

  公开号：US20040220179A1

  公开（公告）日：2004-11-04

  The present invention is directed to novel 1,4-diazepines, pharmaceutical compositions thereof, and the use thereof as inhibitors of HDM2-p53 interactions. Compounds have Formula I: 1 or a solvate, hydrate or pharmaceutically acceptable salt thereof; wherein: R 1 , R 2 , R 9 , R 10 , R a , R d and M are defined herein; X is a bivalent radical of: an alkane, a cycloalkane, an optionally-substituted arene, an optionally-substituted heteroarene, an optionally-substituted arylalkane or an optionally-substituted heteroarylalkane; and R 3 is —CO 2 R d , —CO 2 M, —OH, —NHR d , —SO 2 R d , —NHCONHR d , optionally-substituted amidino or optionally-substituted guanidino; or R 3 —X— is hydrogen or an electron pair; R 4 is oxygen or —NR 9 R 10 ; R 5 is cycloalkyl, aryl, heteroaryl, cycloalkylalkyl, aralkyl, heteroarylalkyl, or a saturated or partially unsaturated heterocycle, each of which is optionally substituted; and R 6 , R 7 and R 8 are independently hydrogen, alkyl, cycloalkyl, aryl, heteroaryl, a saturated or partially unsaturated heterocycle, cycloalkylalkyl, aralkyl or heteroarylalkyl, each of which is optionally substituted; or R 6 and R 7 , together with the carbon atom to which they are attached form a 3- to 7-membered carbocyclic ring optionally substituted 1 to 3 times with R a .

  本发明涉及新型1,4-二氮杂环烷化合物，其药物组成物，以及其作为HDM2-p53相互作用抑制剂的用途。化合物具有以下结构式I：1或其溶剂化合物、水合物或药用可接受盐；其中：R1、R2、R9、R10、Ra、Rd和M在此处定义；X是以下结构的双价基团：烷烃、环烷烃、可选取代芳烃、可选取代杂芳烃、可选取代芳基烷烃或可选取代杂芳基烷烃；而R3为—CO2Rd、—CO2M、—OH、—NHRd、—SO2Rd、—NHCONHRd、可选取代酰胺基或可选取代胍基；或者R3—X—为氢或电子对；R4为氧或—NR9R10；R5为环烷基、芳基、杂芳基、环烷基烷基、芳基烷基、杂芳基烷基，或饱和或部分不饱和的杂环，每种均可选取代；而R6、R7和R8独立地为氢、烷基、环烷基、芳基、杂芳基、饱和或部分不饱和的杂环、环烷基烷基、芳基烷基、杂芳基烷基，每种均可选取代；或者R6和R7，与它们相连的碳原子共同形成一个3至7成员的碳环，可选取代1至3次以Ra。
• Sonochemical, Aerobic Conversion of Alkyl Halides into Alcohols Promoted by Trialkyltin Halide/NaBH₃CN Catalytic System
  作者：Masaya Sawamura、Yasuhide Kawaguchi、Kenichi Sato、Eiichi Nakamura

  DOI：10.1246/cl.1997.705

  日期：1997.8

  Under sonochemical conditions, various alkyl halides were converted into the corresponding alcohols in high yields through an aerobic radical reaction promoted by trialkyltin halide/NaBH3CN catalytic system.

  在声化学条件下，通过三烷基锡卤化物/NaBH3CN催化体系促进的有氧自由基反应，各种烷基卤化物以高产率转化为相应的醇。
• Synthesis of ?-(2-oxocyclododecyl)alkanoic acids by alkylation of cyclododecanone with ?-haloalkanoic esters under conditions of phase-transfer catalysis
  作者：L. I. Zakharkin、G. N. Antonova、L. S. Podvisotskaya

  DOI：10.1007/bf00713617

  日期：1995.12

  Abstract(ω-(2-Oxocyclododecyl)alkanoic acids have been obtained by alkylation of cyclododecanone with alkyl 3-bromopropionate, 5-iodopentanoate, and 11 -bromoundecanoate under conditions of phase-transfer catalysis.

  摘要(ω-(2-氧代环十二烷基)链烷酸是通过环十二酮与3-溴丙酸、5-碘戊酸和11-溴十一酸烷基酯在相转移催化条件下烷基化得到的。
• Mesoionic Carbene‐Catalyzed Formyl Alkylation of Aldehydes
  作者：Chang Liu、Zengyu Zhang、Liang‐Liang Zhao、Guy Bertrand、Xiaoyu Yan

  DOI：10.1002/anie.202303478

  日期：2023.6.12

  A metal-free protocol for the coupling reaction of aldehydes and alkyl halides was successfully developed with mesoionic carbenes (MICs) as catalysts. This versatile strategy delivers a large diversity of simple ketones as well as bio-active molecules by late-stage functionalization.

  以中离子卡宾 (MIC) 为催化剂，成功开发了一种用于醛和烷基卤化物偶联反应的无金属方案。这种多功能的策略通过后期功能化提供了多种多样的简单酮和生物活性分子。
• Nucleophile-dependent substitution reactions of 5-halovaleric acid esters: synthesis of 6,12-dioxamyristic acid
  作者：Akira Katoh、Tianbao Lu、B. Devadas、Steven P. Adams、Jeffrey I. Gordon、George W. Gokel

  DOI：10.1021/jo00002a046

  日期：1991.1

  The reaction of 5-ethoxypentan-1-ol with a variety of 5-halovalerate alkyl esters afforded ester exchange products rather than the expected products of Williamson ether synthesis. The virtually unknown reaction of an alkoxide with a 5-halovalerate ester contrasts strongly with literature reports of reactions involving other nucleophiles in which the halogen substitution products are nearly always isolated. An explanation is offered for this behavior in terms of a chelation-induced conformation of the substrate. Although the direct synthetic approach failed, the hitherto unknown title compound could still be prepared, albeit in six steps in 6% overall yield. The approach used is discussed along with the interesting chemistry of this system.