(S)-1,2,4-三乙酰氧基丁烷 | 52067-45-5

• 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: (S)-1,2,4-三乙酰氧基丁烷
• 英文名称: (2S)-1,2,4-butanetriol
• 英文别名: Essigsaeure-<(S)-2,4-diacetoxybutyl>ester；(S)-1,2,4-butanetriol triacetate；(S)-1,2,4-triacetoxybutane；(S)-1,3,4-Triacetoxy-butan；[(3S)-3,4-diacetyloxybutyl] acetate
• CAS: 52067-45-5
• 化学式: C₁₀H₁₆O₆
• 分子量: 232.233
• InChiKey: RPOOYSKKKVGNAP-JTQLQIEISA-N

物化性质

• 沸点：
  298.1±25.0 °C(Predicted)
• 密度：
  1.136±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2915390090

反应信息

• 作为产物：
  描述：

  (S)-(-)-1,2,4-丁三醇 、 乙酸酐 在 吡啶 作用下， 反应 12.0h， 以1.9 mg的产率得到(S)-1,2,4-三乙酰氧基丁烷
  参考文献：
  名称：

  The Discovery of Fungal Polyene Macrolides via a Postgenomic Approach Reveals a Polyketide Macrocyclization by trans-Acting Thioesterase in Fungi

  摘要：

  Heterologous expression of a unique biosynthetic gene cluster (BGC) comprising a highly reducing polyketide synthase and stand-alone thioesterase genes in Aspergillus oryzae enabled us to isolate a novel 34-membered polyene macrolide, phaeospelide A (1). This is the first isolation of a fungal polyene macrolide and the first demonstration of fungal aliphatic macrolide biosynthetic machinery. In addition, sequence similarity network analysis demonstrated the existence of a large number of BGCs for novel fungal macrolides.

  DOI：

  10.1021/acs.orglett.9b01674

文献信息

• Stoffwechselprodukte von Mikroorganismen. 236. Mitteilung. Schwefelhaltige Ansa-Verbindungen des Naphthomycin-Typus
  作者：Michael Meyer、Walter Keller-Schierlein、Salva Megahed、Hans Zähner、Annalaura Segre

  DOI：10.1002/hlca.19860690610

  日期：1986.9.10

  Metabolites of Microorganisms. Sulfur-Containing Ansa Compounds of the Naphthomycin Type

  微生物的代谢产物。萘霉素型含硫Ansa化合物
• Hanessian, Stephen; Ugolini, Antonio; Dube, Daniel, Canadian Journal of Chemistry, 1984, vol. 62, p. 2146 - 2147
  作者：Hanessian, Stephen、Ugolini, Antonio、Dube, Daniel、Glamyan, Ani

  DOI：——

  日期：——
• Optically active isonitrile ligand for palladium-catalyzed enantioselective bis-silylation of carbon-carbon double bonds
  作者：Michinori Suginome、Hiroshi Nakamura、Yoshihiko Ito

  DOI：10.1016/s0040-4039(96)02370-2

  日期：1997.1

  Intramolecular bis-silylation of homoallylic alcohols proceeded enantioselectively in the presence of a catalyst prepared from Pd(acac), and optically active isonitriles, derived from a common chiral source, (+)-ketopinic acid. (C) 1997, Elsevier Science Ltd. All rights reserved.
• HANESSIAN, S.;UGOLINI, A.;DUBE, A.;GLAMYAN, A., CAN. J. CHEM., 1984, 62, N 11, 2146-2147
  作者：HANESSIAN, S.、UGOLINI, A.、DUBE, A.、GLAMYAN, A.

  DOI：——

  日期：——
• The Discovery of Fungal Polyene Macrolides via a Postgenomic Approach Reveals a Polyketide Macrocyclization by <i>trans</i>-Acting Thioesterase in Fungi
  作者：Yohei Morishita、Huiping Zhang、Tohru Taniguchi、Keiji Mori、Teigo Asai

  DOI：10.1021/acs.orglett.9b01674

  日期：2019.6.21

  Heterologous expression of a unique biosynthetic gene cluster (BGC) comprising a highly reducing polyketide synthase and stand-alone thioesterase genes in Aspergillus oryzae enabled us to isolate a novel 34-membered polyene macrolide, phaeospelide A (1). This is the first isolation of a fungal polyene macrolide and the first demonstration of fungal aliphatic macrolide biosynthetic machinery. In addition, sequence similarity network analysis demonstrated the existence of a large number of BGCs for novel fungal macrolides.