tert-butyl N-[2-[[(2R)-1-(3-methoxy-5-oxo-2H-pyrrol-1-yl)-3-[(2-methylpropan-2-yl)oxy]-1-oxopropan-2-yl]amino]-2-sulfanylideneethyl]carbamate | 439905-07-4

• 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
• 英文名称: tert-butyl N-[2-[[(2R)-1-(3-methoxy-5-oxo-2H-pyrrol-1-yl)-3-[(2-methylpropan-2-yl)oxy]-1-oxopropan-2-yl]amino]-2-sulfanylideneethyl]carbamate
• CAS: 439905-07-4
• 化学式: C₁₉H₃₁N₃O₆S
• 分子量: 429.538
• InChiKey: WBSHWBPLZMCQIV-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  138
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[2-[[(2R)-1-(3-methoxy-5-oxo-2H-pyrrol-1-yl)-3-[(2-methylpropan-2-yl)oxy]-1-oxopropan-2-yl]amino]-2-sulfanylideneethyl]carbamate 在 盐酸 、 2,3-二巯基丁二酸 作用下， 以 乙醚 为溶剂， 以100%的产率得到2-Amino-N-[(R)-1-tert-butoxymethyl-2-(4-methoxy-2-oxo-2,5-dihydro-pyrrol-1-yl)-2-oxo-ethyl]-thioacetamide
  参考文献：
  名称：

  Total Synthesis and Semi-Synthetic Approaches to Analogues of Antibacterial Natural Product Althiomycin

  摘要：

  Numerous analogues of the naturally occurring antibiotic althiomycin have been synthesised exploiting both total- and semi-synthetic methodologies. The antibacterial activity of these derivatives has been determined in whole cell assays and indicates the natural product exhibits a restricted SAR. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00802-2
• 作为产物：
  描述：

  Fmoc-O-叔丁基-D-丝氨酸 在 正丁基锂 、 TEA 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 27.75h， 生成 tert-butyl N-[2-[[(2R)-1-(3-methoxy-5-oxo-2H-pyrrol-1-yl)-3-[(2-methylpropan-2-yl)oxy]-1-oxopropan-2-yl]amino]-2-sulfanylideneethyl]carbamate
  参考文献：
  名称：

  Total Synthesis and Semi-Synthetic Approaches to Analogues of Antibacterial Natural Product Althiomycin

  摘要：

  Numerous analogues of the naturally occurring antibiotic althiomycin have been synthesised exploiting both total- and semi-synthetic methodologies. The antibacterial activity of these derivatives has been determined in whole cell assays and indicates the natural product exhibits a restricted SAR. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00802-2

文献信息

• Total Synthesis and Semi-Synthetic Approaches to Analogues of Antibacterial Natural Product Althiomycin
  作者：Paola Zarantonello、Colin P Leslie、Rafael Ferritto、Wieslaw M Kazmierski

  DOI：10.1016/s0960-894x(01)00802-2

  日期：2002.2

  Numerous analogues of the naturally occurring antibiotic althiomycin have been synthesised exploiting both total- and semi-synthetic methodologies. The antibacterial activity of these derivatives has been determined in whole cell assays and indicates the natural product exhibits a restricted SAR. (C) 2002 Elsevier Science Ltd. All rights reserved.