O-1-butyl thiocarbamate | 692-99-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代羰基化合物
• 英文名称: O-1-butyl thiocarbamate
• 英文别名: O-butyl carbamothioate；thiocarbamic acid O-butyl ester；Thiocarbamidsaeure-O-butylester；Butylxanthogenamid；Thiocarbamidsaeure-O-butylester；Butylthioncarbamat；Carbamothioic acid, O-butyl ester
• CAS: 692-99-9
• 化学式: C₅H₁₁NOS
• mdl: MFCD19203823
• 分子量: 133.214
• InChiKey: FDWYBQLKMRRKBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  67.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  O-1-butyl thiocarbamate 在 甲酸 、 O-trimethylsilyl quinine 、 N,N-二异丙基乙胺 、 lithium iodide 作用下， 以 二氯甲烷 为溶剂， 反应 48.02h， 生成
  参考文献：
  名称：

  Design Strategies for the Sequence-Based Mimicry of Side-Chain Display in Protein β-Sheets by α/β-Peptides

  摘要：

  The sophistication of folding patterns and functions displayed by unnatural-backbone oligomers has increased tremendously in recent years. Design strategies for the mimicry of tertiary structures seem within reach; however, a general method for the mimicry of sheet segments in the context of a folded protein is an unmet need preventing realization of this goal. Previous work has shown that 1 -> 1 alpha ->beta-residue substitutions at cross-strand positions in a hairpin-forming alpha-peptide sequence can generate an alpha/beta-peptide analogue that folds in aqueous conditions but with a change in side-chain display relative to the natural sequence; this change would prevent application of single beta-residue substitutions in a larger protein. Here, we evaluate four different substitution strategies based on replacement of alpha alpha dipeptide segments for the ability to retain both sheet folding encoded by a parent alpha-peptide sequence as well as nativelike side-chain display in the vicinity of the beta-residue insertion point. High-resolution structure determination and thermodynamic analysis of folding by multidimensional NMR suggest that three of the four designs examined are applicable to larger proteins.

  DOI：

  10.1021/ja306311r
• 作为产物：
  描述：

  丁基氰酸酯 在 吡啶 、 硫化氢 作用下， 生成 O-1-butyl thiocarbamate
  参考文献：
  名称：

  Jensen,K.A. et al., Acta Chemica Scandinavica (1947), 1965, vol. 19, p. 438 - 442

  摘要：

  DOI：

文献信息

• An Fe₃O₄@SiO₂/Schiff base/Cu(<scp>ii</scp>) complex as an efficient recyclable magnetic nanocatalyst for selective mono <i>N</i>-arylation of primary <i>O</i>-alkyl thiocarbamates and primary <i>O</i>-alkyl carbamates with aryl halides and arylboronic acids
  作者：Ali Reza Sardarian、Iman Dindarloo Inaloo、Milad Zangiabadi

  DOI：10.1039/c9nj00028c

  日期：——

  the selective mono N-arylation of primary O-alkyl thiocarbamates and primary O-alkyl carbamates with aryl halides and arylboronic acids in the presence of a recyclable magnetic Cu(II) nanocatalyst is described. A variety of mono N-arylated O-alkyl thiocarbamates and O-alkyl carbamates were prepared in good to excellent yields with a broad range of aryl coupling partners. The magnetic nanocatalyst can

  用于选择性单一种高效，方便的和新颖的方法Ñ的-arylation初级ø -烷基硫代氨基甲酸盐和初级ö -烷基氨基甲酸酯与芳基卤化物和芳基硼酸在可回收磁性Cu的存在（II）纳米催化剂进行说明。各种单N-芳基化的O-烷基硫代氨基甲酸酯和O氨基甲酸-烷基氨基甲酸酯以良好的收率和优异的收率与广泛的芳基偶联配偶体一起制备。磁性纳米催化剂可以容易地在外部磁场下回收并重复使用至少五次，而不会明显浸出或失去其催化活性。这种具有成本效益和生态友好的方法还具有其他优点，例如易于制备催化剂，简单的后处理程序和易于纯化，这使该方案对于药理学和生物技术系统各个领域的用户而言都很有趣。
• Synthesis of primary thiocarbamates by silica sulfuric acid as effective reagent under solid-state and solution conditions
  作者：Ali Reza Modarresi-Alam、Iman Dindarloo Inaloo、Erich Kleinpeter

  DOI：10.1016/j.molstruc.2012.05.033

  日期：2012.9

  Abstract A simple and efficient method for the conversion of alcohols and phenols to primary O -thiocarbamates and S -thiocarbamates in the absence of solvent (solvent-free condition) using silica sulfuric acid ( SiO 2 OSO 3 H) as a solid acid is described. The products are easily distinguished by IR, NMR and X-ray data. X-ray data of the compounds reveal a planar trigonal orientation of the NH 2 nitrogen

  摘要 描述了一种使用二氧化硅硫酸 (SiO 2 OSO 3 H) 作为固体酸在无溶剂（无溶剂条件）下将醇和酚转化为伯 O-硫代氨基甲酸酯和 S-硫代氨基甲酸酯的简单有效方法。 . 这些产品很容易通过 IR、NMR 和 X 射线数据进行区分。化合物的 X 射线数据揭示了具有部分 C,N 双键特征的 NH 2 氮原子的平面三角形取向，以及分别与 C 芳基 O 和 C 烷基 S 部分在同位面位置的 CS 或 CO 基团。此外，1c中与苯环平面垂直的O CS NH 2 基团和2b中的中心硫代氨基甲酸酯S CO NH 2 基团基本上是平面的。
• Hairpin Folding Behavior of Mixed α/β-Peptides in Aqueous Solution
  作者：George A. Lengyel、Rebecca C. Frank、W. Seth Horne

  DOI：10.1021/ja2002346

  日期：2011.3.30

  The invention of new strategies for the design of protein-mimetic oligomers that manifest the folding encoded in natural amino acid sequences is a significant challenge. In contrast to the a-helix, mimicry of protein beta-sheets is less understood. We report here the aqueous folding behavior of a prototype alpha-peptide hairpin model sequence varied at cross-strand positions by incorporation of 16 different beta-amino acid monomers. Our results provide a folding propensity scale for beta-residues in a protein beta-sheet context as well as high-resolution structures of several mixed-backbone alpha/beta-peptide hairpins in water.
• Menon,N.K.; Nargund,K.S., Indian Journal of Chemistry, 1967, vol. 5, p. 478 - 479
  作者：Menon,N.K.、Nargund,K.S.

  DOI：——

  日期：——
• Ryaboi,V.I. et al., Journal of applied chemistry of the USSR, 1970, vol. 43, p. 212 - 213
  作者：Ryaboi,V.I. et al.

  DOI：——

  日期：——