N-(t-butyloxycarbonyl)varacin | 165258-79-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(t-butyloxycarbonyl)varacin
• 英文别名: BOC-varacin；tert-butyl N-[2-(6,7-dimethoxy-1,2,3,4,5-benzopentathiepin-9-yl)ethyl]carbamate
• CAS: 165258-79-7
• 化学式: C₁₅H₂₁NO₄S₅
• 分子量: 439.666
• InChiKey: XGYYMFDGMRHWOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  183
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N-(t-butyloxycarbonyl)varacin 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以100%的产率得到varacin
  参考文献：
  名称：

  Isodiplamine, cystodytin K and lissoclinidine: novel bioactive alkaloids from the New Zealand ascidian Lissoclinum notti

  摘要：

  A study of the bioactive crude extract of the New Zealand ascidian Lissoclinum notti led to the isolation of the new pyridoacridine alkaloids isodiplamine (4), cystodytin K (5) and lissoclinidine (6), as well as the known pyridoacridine alkaloids diplamine (7) and cystodytin J (8) and the benzopentathiepin varacin (3) and related trithiane varacin A. The new alkaloids were characterised using standard spectroscopic techniques, including 2D H-1-N-15 NMR experiments. Pyridoacridine alkaloids 4-8 were assayed for a range of biological activities including antitumour and antibiotic properties. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01296-6
• 作为产物：
  描述：

  [2-(2,3-Bis-tert-butylsulfanyl-4,5-dimethoxy-phenyl)-ethyl]-carbamic acid tert-butyl ester 在 二氯化二硫 、 barium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以59%的产率得到N-(t-butyloxycarbonyl)varacin
  参考文献：
  名称：

  A New Route to the Synthesis of the Naturally Occurring Benzopentathiepin Varacin

  摘要：

  DOI：

  10.1021/ja00132a033

文献信息

• A New Route to the Synthesis of the Naturally Occurring Benzopentathiepin Varacin
  作者：F. Dean Toste、Ian W. J. Still

  DOI：10.1021/ja00132a033

  日期：1995.7
• Isodiplamine, cystodytin K and lissoclinidine: novel bioactive alkaloids from the New Zealand ascidian Lissoclinum notti
  作者：David R Appleton、A.Norrie Pearce、Gretchen Lambert、Russell C Babcock、Brent R Copp

  DOI：10.1016/s0040-4020(02)01296-6

  日期：2002.12

  A study of the bioactive crude extract of the New Zealand ascidian Lissoclinum notti led to the isolation of the new pyridoacridine alkaloids isodiplamine (4), cystodytin K (5) and lissoclinidine (6), as well as the known pyridoacridine alkaloids diplamine (7) and cystodytin J (8) and the benzopentathiepin varacin (3) and related trithiane varacin A. The new alkaloids were characterised using standard spectroscopic techniques, including 2D H-1-N-15 NMR experiments. Pyridoacridine alkaloids 4-8 were assayed for a range of biological activities including antitumour and antibiotic properties. (C) 2002 Elsevier Science Ltd. All rights reserved.