methyl 4-bromo-3-methoxy-2-butenoate | 26536-93-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 4-bromo-3-methoxy-2-butenoate
• 英文别名: Methyl 4-bromo-3-methoxybut-2-enoate
• CAS: 26536-93-6
• 化学式: C₆H₉BrO₃
• 分子量: 209.04
• InChiKey: NUAZSFMVPZQRSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 4-bromo-3-methoxy-2-butenoate 在 锌 作用下， 以 乙腈 为溶剂， 反应 5.0h， 生成 2,9,10-Trimethoxy-1,6,7,11b-tetrahydro-pyrido[2,1-a]isoquinolin-4-one
  参考文献：
  名称：

  Novel zinc-promoted alkylation of iminium salts. New synthesis of benzylisoquinoline, phthalidylisoquinoline, and protoberberine alkaloids and related compounds

  摘要：

  DOI：

  10.1021/jo00158a010
• 作为产物：
  描述：

  2,3-丁二烯酸甲酯 在 溴 作用下， 以 甲醇 、 四氯化碳 为溶剂， 生成 methyl 4-bromo-3-methoxy-2-butenoate
  参考文献：
  名称：

  Retinoide - II: Darstellung von 13-methoxyretinal

  摘要：

  DOI：

  10.1016/s0040-4039(00)88654-2

文献信息

• Access to the 2<i>H</i>-Tetrahydro-4,6-dioxo-1,2-oxazine Ring System from Nitrone via a Tandem Nucleophilic Addition and Transesterification Reaction
  作者：Shaoqiang Yang、Daohong Liao、Xiaoqi Tian、Xiaoguang Lei

  DOI：10.1021/acs.orglett.5b03374

  日期：2016.2.5

  general and efficient synthesis of the 2H-tetrahydro-4,6-dioxo-1,2-oxazine ring system through a tandem nucleophilic addition and transesterification reaction is described. The reaction is highly functional-group-tolerant and proceeds under mild conditions, affording the corresponding products in good to excellent yields. This method represents the first general synthetic route to access this heterocyclic

  描述了通过串联亲核加成和酯交换反应一般和有效地合成2 H-四氢-4,6-二氧代-1,2-恶嗪环系统。该反应是高度官能团耐受的，并且在温和的条件下进行，从而以良好的产率至优异的产率提供相应的产物。该方法代表了进入该杂环骨架的第一种通用合成途径，该骨架存在于复杂的天然产物阿奇霉素A和B中，具有明显的抗生素活性。
• A synthesis of (±)-supinidine via an intramolecular carbenoid-thioimide coupling reaction
  作者：Guncheol Kim、Sunwha Kang、Gyochang Keum

  DOI：10.1016/s0040-4039(00)73088-7

  日期：1994.5

  Intramolecular diazoketoester-thioimide annulation reaction in the presence of rhodium(II) acetate dimer provided a new way to pyrrolizidine skeletones. (±)-Supinidine was synthesized by subsequent manipulations.

  乙酸铑（II）二聚体存在下的分子内重氮酮酸酯-硫代酰亚胺环化反应为吡咯烷并烷骨架提供了一种新途径。通过随后的操作合成了（±）-Supinidine。
• Total synthesis of the Cephalotaxus alkaloids. Cephalotaxine, cephalotaxinone, and demethylcephalotaxinone
  作者：Steven M. Weinreb、Joseph Auerbach

  DOI：10.1021/ja00842a030

  日期：1975.4
• Multifunctional Cyclopentadienes as a Scaffold for Combinatorial Bioorganometallics in [(η ⁵ ‐C ₅ H ₂ R ₁ R ₂ R ₃ )M(CO) ₃ ] (M=Re, ^99m Tc) Piano‐Stool Complexes
  作者：Angelo Frei、Bernhard Spingler、Roger Alberto

  DOI：10.1002/chem.201801271

  日期：2018.7.17

  AbstractMultifunctional cyclopentadiene (Cp) ligands and their rhenium and 99mTc complexes were prepared by a versatile synthetic route. The properties of these Cp ligands can be tuned on demand, either during their synthesis (variation of R1) or through post‐synthetic functionalization with two equal or different vectors (V1 and V2). Variation of these groups enables a combinatorial approach in the synthesis of bioorganometallic complexes. This is demonstrated by the preparation of Cp ligands containing both electron‐donating and electron‐withdrawing groups at the R1 position and their subsequent homo‐ or heterofunctionalization with biovector models (benzylamine and phenylalanine) under standard amide bond‐formation conditions. All ligands can be coordinated to the fac‐[Re(CO)3]+ and fac‐[99mTc(CO)3]+ cores to give tetrafunctional complexes in straightforward and functional‐group‐tolerant procedures. The 99mTc complexes were prepared in one step, in 30 min, and under aqueous conditions from generator‐eluted [99mTcO4]−.
• Organocatalyzed Asymmetric Synthesis of Dihydrodibenzofurans Based on a Dienamine Process
  作者：Zi-Yu Wang、Wing-Tak Wong、Dan Yang

  DOI：10.1021/ol402288y

  日期：2013.10.4

  The first organocatalyzed asymmetric method for the synthesis of dihydrodibenzofurans based on a dienamine process has been developed. This two-step protocol works with a broad range of substrates and delivers only the cis-diastereomer in good yield with up to 91% ee. The enantioenriched products have been transformed to highly functionalized and partially hydrogenated dibenzofurans in excellent diastereoselectivities.