1,3-bis-tert-butoxycarbonyl-1-(4'-benzyloxybenzyl)-2-methyl-2-thiopseudourea | 641611-50-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,3-bis-tert-butoxycarbonyl-1-(4'-benzyloxybenzyl)-2-methyl-2-thiopseudourea
• 英文别名: tert-butyl N-[N-[(2-methylpropan-2-yl)oxycarbonyl]-C-methylsulfanylcarbonimidoyl]-N-[(4-phenylmethoxyphenyl)methyl]carbamate
• CAS: 641611-50-9
• 化学式: C₂₆H₃₄N₂O₅S
• 分子量: 486.632
• InChiKey: VHKRXIXLMVLQQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.66
• 重原子数：
  34.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  77.43
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,3-bis-tert-butoxycarbonyl-1-(4'-benzyloxybenzyl)-2-methyl-2-thiopseudourea 在 盐酸 、 三乙胺 、 mercury dichloride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 17-cyclopropylmethyl-6,7-didehydro-4,5α-epoxy-5'-bis-tert-butoxycarbonyl-(N'-4-hydroxybenzyl)guanidinyl-3,14-dihydroxyindolo[2',3':6,7]morphinan tri-hydrochloride
  参考文献：
  名称：

  Guanidino N-Substituted and N,N-Disubstituted Derivatives of the κ-Opioid Antagonist GNTI

  摘要：

  Derivatives of the highly selective kappa-opioid receptor antagonist GNTI (2a) have been prepared. Binding and functional studies conducted on cloned human opioid receptors expressed in Chinese hamster ovarian (CHO) cells suggested that adding a benzyl or a substituted benzyl group to the guanidino moiety led, in general, to a retention of high kappa-affinity and antagonist potency. Disubstitution of the guanidino moiety led to reduced kappa-selectivity.

  DOI：

  10.1021/jm0309203
• 作为产物：
  描述：

  4-苄氧基溴苄 、 N,N'-bis-Boc-S-methyl-isothiourea 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 以62%的产率得到1,3-bis-tert-butoxycarbonyl-1-(4'-benzyloxybenzyl)-2-methyl-2-thiopseudourea
  参考文献：
  名称：

  Guanidino N-Substituted and N,N-Disubstituted Derivatives of the κ-Opioid Antagonist GNTI

  摘要：

  Derivatives of the highly selective kappa-opioid receptor antagonist GNTI (2a) have been prepared. Binding and functional studies conducted on cloned human opioid receptors expressed in Chinese hamster ovarian (CHO) cells suggested that adding a benzyl or a substituted benzyl group to the guanidino moiety led, in general, to a retention of high kappa-affinity and antagonist potency. Disubstitution of the guanidino moiety led to reduced kappa-selectivity.

  DOI：

  10.1021/jm0309203