1-[2]thienyl-hexadecan-1-one | 94763-07-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2]thienyl-hexadecan-1-one
• 英文别名: 1-[2]Thienyl-hexadecan-1-on；1-Thiophen-2-ylhexadecan-1-one
• CAS: 94763-07-2
• 化学式: C₂₀H₃₄OS
• 分子量: 322.555
• InChiKey: VJUDALJXNQKWNJ-UHFFFAOYSA-N

物化性质

• 熔点：
  42.5 °C
• 沸点：
  214-215 °C(Press: 2.5 Torr)
• 密度：
  0.944±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  22
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[2]thienyl-hexadecan-1-one 在 1,4-二氧六环 、 盐酸 、 amalgamated zinc 、 镍 、 溶剂黄146 作用下， 生成 分析纯正二十烷
  参考文献：
  名称：

  Studies in the Synthesis of Long-chain Compounds^1,2

  摘要：

  DOI：

  10.1021/ja01590a054
• 作为产物：
  描述：

  噻吩 、 棕榈酰氯 在 四氯化锡 、 苯 作用下， 生成 1-[2]thienyl-hexadecan-1-one
  参考文献：
  名称：

  Studies in the Synthesis of Long-Chained Hydroxy Acids

  摘要：

  DOI：

  10.1021/jo01087a011

文献信息

• [EN] ANTI-INFECTIVE AND ANTI-VIRAL COMPOUNDS AND COMPOSITIONS<br/>[FR] COMPOSÉS ANTI-INFECTIEUX ET ANTIVIRAUX, ET COMPOSITIONS
  申请人：BURNET MICHAEL W

  公开号：WO2021195126A1

  公开（公告）日：2021-09-30

  Lysosomally accumulated substances that release a nitroxy group, or a short chain fatty acid or a product of anaerobic metabolism or a thiol or a sulfide often from an ester or similar labile linkage have anti-inflammatory, anti-cancer and anti-bacterial activity. They are useful in treating infectious, inflammatory and malignant disease and are immune stimulatory, promote zinc uptake, disable endosomal reactions and synergise anti-viral action of protease inhibitors. The compounds are useful for the treatment of bacterial, viral and mixed pneumonias.

  溶酶体积累的物质，能释放硝基氧基团、短链脂肪酸、厌氧代谢产物、硫醇或硫化物，常来自酯或类似不稳定键合，具有抗炎、抗癌和抗菌活性。它们在治疗感染性、炎症性和恶性疾病方面有用，能刺激免疫、促进锌吸收、抑制内体反应并增强蛋白酶抑制剂的抗病毒作用。这些化合物可用于治疗细菌性、病毒性和混合性肺炎。
• Asymmetric synthesis of new chiral long chain alcohols
  作者：Tülay Yıldız、Ayşe Yusufoğlu

  DOI：10.1016/j.tetasy.2010.12.010

  日期：2010.12

  Sixteen new chiral alcohols with alkyl (C-11-C-19) and aryl, substituted aryl, hetero aryl and biaryl groups 2a-2t were synthesized by three different asymmetric reduction methods from their corresponding ketones 1a-1t. Chiral NaBH4 (method A), chiral BH3 (method B) and chiral AIP (method C) were used as asymmetric reduction catalysts. Chiral NaBH4 was modified by four different ligands 3a-3d, chiral BH3 and chiral AIP by four different ligands 4a-4d. Ligand 4c was synthesized for the first time in this work. Chiral NaBH4 generated chiral alcohols of (R)-configuration and chiral BH3 and chiral AIP of (S)-configuration with high enantiomeric excesses, were analysed by chiral HPLC. In order to determine the ee values by chiral HPLC, sixteen corresponding racemic alcohols, synthesized by reducing their corresponding ketones via NaBH4, were used for chiral resolution on a Daicel OD HPLC column. The sixteen starting ketones were synthesized in this study by Friedel-Craft acylation. The new chiral alcohols were characterized by IR, NMR, (H-1 and C-13), MS, elemental analyses and specific rotation. The reduction methods A, B and C were applied to these ketones for the first time in this study and were compared with each other. The relationship between the structure of the ketone and the yield and the enantiomeric excess was discussed. (C) 2010 Elsevier Ltd. All rights reserved.
• Asymmetric synthesis of new chiral 1,2- and 1,3-diols
  作者：Tülay Yıldız、Ayşe Yusufoğlu

  DOI：10.1007/s00706-012-0792-7

  日期：2013.2

  Seven chiral 1,2-diols and six chiral 1,3-diols were synthesized by the asymmetric reduction of the corresponding 1,2-diketones and 1,3-diketones using oxazaborolidine-BH3 catalyst. The 13 corresponding racemic 1,2- and 1,3-diols were synthesized by reducing the diketones with NaBH4 and they were used for determining the ee values through their chiral resolution on HPLC and GC. Five starting diketones, four racemic 1,2-diols, five chiral 1,2-diols, and two chiral 1,3-diols are novel compounds. The new chiral compounds were characterized by IR, H-1 and C-13 NMR, MS, and elemental analysis. The asymmetric reduction method, oxazaborolidine-BH3, was applied to these diketones for the first time in this study. The relationship between the structure of the diketone and the yield, diastereoselectivity, and enantiomeric excess was discussed.
• Studies in the Synthesis of Long-Chained Hydroxy Acids
  作者：KENNETH E. MILLER、CLIFFORD HAYMAKER、HENRY GILMAN

  DOI：10.1021/jo01087a011

  日期：1959.5
• Jur'ew et al., Zhurnal Obshchei Khimii, 1956, vol. 26, p. 3341,3344; engl. Ausg. S. 3717
  作者：Jur'ew et al.

  DOI：——

  日期：——