3-碘丙酸甲酯 | 5029-66-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 3-碘丙酸甲酯
• 中文别名: 4-(4-氟-1-萘)-6-(1-甲基乙基)-2-嘧啶胺盐酸盐
• 英文名称: methyl 3-iodopropanoate
• 英文别名: methyl 3-iodopropionate；3-iodopropionic acid methyl ester；3-Jod-propionsaeure-methylester；Propionic acid, 3-iodo-, methyl ester
• CAS: 5029-66-3
• 化学式: C₄H₇IO₂
• 分子量: 214.003
• InChiKey: YIYZNTTWHIYCOO-UHFFFAOYSA-N

物化性质

• 沸点：
  188°C (rough estimate)
• 密度：
  1.8408

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  3-碘丙酸甲酯 在 bis(1,5-cyclooctadiene)nickel (0) 、 1,3-双(二苯基膦)丙烷 、 盐酸 作用下， 以 四氢呋喃 为溶剂， 生成 丙烯酸甲酯（MA）
  参考文献：
  名称：

  Formation of Methyl Acrylate from CO₂ and Ethylene via Methylation of Nickelalactones

  摘要：

  The nickel-induced coupling of ethylene and CO2 represents a promising pathway toward acrylates. To overcome the high bond dissociation energies of the M-O moieties, we worked out an in situ methylation of nickelalactones to realize the beta-hydirde elimination and the liberation of the acrylate species.

  DOI：

  10.1021/om100060y
• 作为产物：
  描述：

  3-溴丙酸甲酯 在 sodium iodide 作用下， 以 丙酮 为溶剂， 生成 3-碘丙酸甲酯
  参考文献：
  名称：

  Stereoselective synthesis of a set of two functionalized (E)-alkene dipeptide isosteres of L-amino acid-L-Glu and L-amino acid-D-Glu

  摘要：

  N-arylsulfonyl-γ,δ-cis- or -trans-γ,δ-epimino (E)-α,β-烯酸盐用 HCl-1,4- 二氧六环处理后，可得到具有区域和立体选择性的开环产物--δ-氨基 γ-氯-α,β-烯酸盐。这种开环反应为使用有机锌铜试剂从单一底物γ,δ-表亚胺 (E)-α,β-烯酸盐立体选择性合成一组非对映异构体 (L-Xaa, L-Glu) 型和 (L-Xaa, D-Glu) 型 (E)- 烯二肽异构体 (EADIs) 提供了一种有用的方法。

  DOI：

  10.1039/b103833h

文献信息

• 8-AMINOISOQUINOLINE COMPOUNDS AND USES THEREOF
  申请人：Genentech, Inc.

  公开号：US20200108075A1

  公开（公告）日：2020-04-09

  3-Carbonylamino-8-aminoisoquinoline compounds of formula (I): variations thereof, and their use as inhibitors of HPK1 (hematopoietic kinase 1) are described. The compounds are useful in treating HPK1-dependent disorders and enhancing an immune response. Also described are methods of inhibiting HPK1, methods of treating HPK1-dependent disorders, methods for enhancing an immune response, and methods for preparing the 3-carbonylamino-8-aminoisoquinoline compounds.

  公式（I）的3-羰基氨基异喹啉化合物及其变体，以及它们作为HPK1（造血激酶1）抑制剂的用途被描述。这些化合物在治疗HPK1依赖性疾病和增强免疫应答方面是有用的。还描述了抑制HPK1的方法，治疗HPK1依赖性疾病的方法，增强免疫应答的方法，以及制备3-羰基氨基异喹啉化合物的方法。
• Synthesis of Structurally Diversified α-Substituted β-Amino Acids and Derivatives via Conjugate Radical Additions and Heck Reactions
  作者：Jacques Huck、Jean-Marie Receveur、Marie-Louise Roumestant、Jean Martinez

  DOI：10.1055/s-2001-16781

  日期：——

  An efficient short-step synthesis of α-substituted β-amino, β-hydrazino, β-N-hydroxy esters and β-urethane N-carboxyanhydrides is reported. Structural diversity was easily incorporated in good yields at the α position of the carboxylic group via conjugate radical additions and Heck reactions performed on the conjugated double bond of synthons 3, 8 and 9.

  报道了一种高效的短步骤合成α-取代的β-氨基酸、β-肼基、β-N-羟基酯和β-尿烷N-羧基酐的方法。通过在合成子3、8和9的共轭双键上进行的共轭自由基加成和 Heck 反应，可以轻松地在羧酸基团的α位引入结构多样性，并且产率良好。
• Preparation and Reactivities of (η³-1- and 2-Trimethylsiloxyallyl)Fe(CO)₂NO Complexes. Intermediates Functioning as Equivalents of β- and α-Acyl Carbocations and Acyl Carbanions
  作者：Keiji Itoh、Saburo Nakanishi、Yoshio Otsuji

  DOI：10.1246/bcsj.64.2965

  日期：1991.10

  (η3-1- and 2-Trimethylsiloxyallyl)Fe(CO)2NO complexes were prepared by the reaction of the corresponding siloxyallylic halides with Bu4N[Fe(CO)3NO]. These complexes reacted with both of carbon nucleophiles and carbon electrophiles preferentially at the less hindered sites of the allylic ligands. In these reactions, (η3-1-trimethylsiloxyallyl)Fe(CO)2NO complexes served as synthetically equivalent synthons

  (η3-1-和2-三甲基甲硅烷氧基烯丙基)Fe(CO)2NO配合物是通过相应的甲硅烷氧基烯丙基卤化物与Bu4N[Fe(CO)3NO]反应制备的。这些配合物优先与碳亲核试剂和碳亲电试剂在烯丙基配体的受阻较小的位点反应。在这些反应中，(η3-1-三甲基甲硅烷氧基烯丙基)Fe(CO)2NO 配合物作为 β-酰基碳正离子和 j8-酰基碳负离子和 (η3-2-三甲基甲硅烷氧基烯丙基)Fe(CO)2NO 配合物的合成等效合成子α-酰基碳正离子和α-酰基碳负离子。描述了反应的立体化学过程。
• Carbonylative coupling of organozinc reagents in the presence and absence of aryl iodides: synthesis of unsymmetrical and symmetrical ketones
  作者：Richard F. W. Jackson、Debra Turner、Michael H. Block

  DOI：10.1039/a606394b

  日期：——

  The utility of the palladium(0) catalysed reaction of the iodoalanine-derived organozinc reagent 6a with functionalised aryl iodides, under a carbon monoxide atmosphere, to give protected 4-aryl-4-oxo α-amino acids 8, is illustrated by a short synthesis of L-kynurenine 4. Treatment of functionalised organozinc reagents with catalytic tetrakis(triphenylphosphine)palladium(0) under an atmosphere of carbon monoxide in the absence of any electrophile leads to the formation of symmetrical functionalised ketones 9 in good yields. This reaction is illustrated by a one-step synthesis of protected (2S,6S)-4-oxo-2,6-diaminopimelic acid 9a from commercially available compounds. It has been established that adventitious molecular oxygen plays a key role in the formation of the symmetrical ketones 9, and that rigorous exclusion of oxygen can result in substantially higher yields of ketones 8 in the cross-coupling with some aromatic iodides.

  钯(0)催化的碘丙氨酸衍生的有机锌试剂6a与功能化芳基碘在CO气氛下的反应，可得到保护的4-芳基-4-氧代α-氨基酸8，其应用由L-犬尿氨酸4的简短合成说明。在无任何亲电试剂的情况下，功能化有机锌试剂在碳 monoxide 气氛下与催化剂四(三苯基膦)钯(0)反应，能以良好产率形成对称的功能化酮9。此反应由从市售化合物一步合成保护的(2S,6S)-4-氧代-2,6-二氨基庚二酸9a说明。已确定偶然的分子氧在形成对称酮9中起关键作用，且严格排除氧气可导致在与某些芳香碘的交叉耦合中酮8的产量显著提高。
• An Efficient and Facile Hydroiodination of Alkenes and Alkynes Using Polymethylhydrosiloxane–Iodine System
  作者：Biswanath Das、Yallamalla Srinivas、Harish Holla、Ravirala Narender

  DOI：10.1246/cl.2007.800

  日期：2007.6.5

  A mild and efficient method has been developed for the synthesis of alkyl and alkenyl iodides from alkenes and alkynes using polymethylhydrosiloxane (PMHS) and iodine in chloroform at room temperat...

  已开发出一种温和有效的方法，用于在室温下在氯仿中使用聚甲基氢硅氧烷 (PMHS) 和碘从烯烃和炔烃合成烷基碘和烯基碘。