(S)-tert-butyl 4-(but-3-enyl)-2,2-dimethyloxazolidine-3-carboxylate | 144090-57-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (S)-tert-butyl 4-(but-3-enyl)-2,2-dimethyloxazolidine-3-carboxylate
• 英文别名: tert-butyl (S)-4-(but-3-enyl)-2,2-dimethyloxazolidine-3-carboxylate；tert-butyl (4S)-4-but-3-enyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• CAS: 144090-57-3
• 化学式: C₁₄H₂₅NO₃
• 分子量: 255.357
• InChiKey: PVINEVUJKFSXKP-NSHDSACASA-N

物化性质

• 沸点：
  311.5±35.0 °C(Predicted)
• 密度：
  0.974±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-tert-butyl 4-(but-3-enyl)-2,2-dimethyloxazolidine-3-carboxylate 在 铬酸 作用下， 以 水 、 丙酮 为溶剂， 反应 2.0h， 以64%的产率得到Boc-L-高烯丙基甘氨酸
  参考文献：
  名称：

  Synthesis of the unusual α-amino acid component of some novel histone deacetylase inhibiting cyclic peptides

  摘要：

  A flexible protocol for the synthesis of three lipophilic alpha-amino acid components of some novel cyclic peptides having important histone deacetylase inhibiting properties has been developed from a common source, which featured a cross-metathesis reaction between two unhindered terminal olefins as the key step. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.07.045
• 作为产物：
  描述：

  甲基三苯基溴化膦 、 2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-4(S)-oxazolidinepropanal 在 sodium amide 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到(S)-tert-butyl 4-(but-3-enyl)-2,2-dimethyloxazolidine-3-carboxylate
  参考文献：
  名称：

  Total synthesis and absolute configuration of bengamide A

  摘要：

  本论文描述了新型海洋天然产物孟加拉酰胺 A 1 的首次全合成，揭示了该化合物的绝对构型。

  DOI：

  10.1039/c39920001064

文献信息

• A Highly Efficient Catalyst for Selective Oxidative Scission of Olefins to Aldehydes: Abnormal-NHC–Ru(II) Complex in Oxidation Chemistry
  作者：Prosenjit Daw、Ramu Petakamsetty、Abir Sarbajna、Siladitya Laha、Ramesh Ramapanicker、Jitendra K. Bera

  DOI：10.1021/ja5075294

  日期：2014.10.8

  The utility and selectivity of the catalyst [Ru(COD)(L(1))Br2] (1) bearing a fused π-conjugated imidazo[1,2-a][1,8]naphthyridine-based abnormal N-heterocyclic carbene ligand L(1) is demonstrated toward selective oxidation of C═C bonds to aldehydes and C≡C bonds to α-diketones in an EtOAc/CH3CN/H2O solvent mixture at room temperature using a wide range of substrates, including highly functionalized

  含稠合π-共轭咪唑并[1,2-a][1,8]萘啶基异常N-杂环卡宾的催化剂[Ru(COD)(L(1))Br2](1)的实用性和选择性配体 L(1) 在 EtOAc/CH3CN/H2O 溶剂混合物中，在室温下使用多种底物（包括高度官能化的糖）选择性氧化 C=C 键为醛和 C≡C 键为 α-二酮。和氨基酸衍生的化合物。
• Unified Approach to the Asymmetric Synthesis of Higher Homologues of (3-Quinolyl)-alanine
  作者：Shital K. Chattopadhyay、Indranil Kundu

  DOI：10.1080/00397911.2014.882002

  日期：2014.7.18

  A new protocol based on a palladium-catalyzed Heck reaction of an amino acid-derived vinyl unit with 3-bromoquinoline has been developed to access the title compounds in good yield and optical purity.
• Synthesis of the unusual α-amino acid component of some novel histone deacetylase inhibiting cyclic peptides
  作者：Amit K. Pahari、Jyoti Prasad Mukherjee、Shital K. Chattopadhyay

  DOI：10.1016/j.tet.2014.07.045

  日期：2014.10

  A flexible protocol for the synthesis of three lipophilic alpha-amino acid components of some novel cyclic peptides having important histone deacetylase inhibiting properties has been developed from a common source, which featured a cross-metathesis reaction between two unhindered terminal olefins as the key step. (C) 2014 Elsevier Ltd. All rights reserved.
• Total synthesis and absolute configuration of bengamide A
  作者：Noritaka Chida、Takahiko Tobe、Shinsuke Okada、Seiichiro Ogawa

  DOI：10.1039/c39920001064

  日期：——

  The first total synthesis of the novel marine natural product, bengamide A 1 is described, revealing the absolute configuration of this compound.

  本论文描述了新型海洋天然产物孟加拉酰胺 A 1 的首次全合成，揭示了该化合物的绝对构型。