5-[2,2-bis(methoxymethyl)-3-hydroxypropoxy]-2-trifluoroacetyl-1,2,3,4-tetrahydroisoquinoline | 236752-54-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 5-[2,2-bis(methoxymethyl)-3-hydroxypropoxy]-2-trifluoroacetyl-1,2,3,4-tetrahydroisoquinoline
• CAS: 236752-54-8
• 化学式: C₁₈H₂₄F₃NO₅
• 分子量: 391.387
• InChiKey: ITVMEGUPYJEVRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.78
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  68.23
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-[2,2-bis(methoxymethyl)-3-hydroxypropoxy]-2-trifluoroacetyl-1,2,3,4-tetrahydroisoquinoline 在 sodium ethanolate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 6.0h， 生成 5-[2,2-bis(methoxymethyl)-3-phthalimidopropoxy]-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Synthesis of achiral α,α-disubstituted β-alanines, and their use in construction of libraries of β-peptide conjugates of N-2-alkyl-1,2,3,4-tetrahydroisoquinolines on a solid support

  摘要：

  Six achiral N-phthaloyl protected alpha,alpha-disubstituted beta-amino acids were synthesized, and used to construct a 96 compound library of 1,2,3,4-tetrahydroisaquinoline conjugates of beta-peptides on a solid support. The library synthesis consisted of attachment of an appropriately 5-O-tethered 1,2,3,4-tetrahydroisoquinoline via the N-2 atom to a vinyl sulfonyl support, elongation of the deprotected 5-O-tether by repeated peptide coupling, quaternarization of N-2 with alkylamines and release of the beta-peptide conjugate into solution with triethylamine. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00378-6
• 作为产物：
  描述：

  3,3-双(甲氧基甲基)-2-苯基-1,3-二噁烷 在 盐酸 、 二氯乙酸 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 吡啶 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 8.0h， 生成 5-[2,2-bis(methoxymethyl)-3-hydroxypropoxy]-2-trifluoroacetyl-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Synthesis of achiral α,α-disubstituted β-alanines, and their use in construction of libraries of β-peptide conjugates of N-2-alkyl-1,2,3,4-tetrahydroisoquinolines on a solid support

  摘要：

  Six achiral N-phthaloyl protected alpha,alpha-disubstituted beta-amino acids were synthesized, and used to construct a 96 compound library of 1,2,3,4-tetrahydroisaquinoline conjugates of beta-peptides on a solid support. The library synthesis consisted of attachment of an appropriately 5-O-tethered 1,2,3,4-tetrahydroisoquinoline via the N-2 atom to a vinyl sulfonyl support, elongation of the deprotected 5-O-tether by repeated peptide coupling, quaternarization of N-2 with alkylamines and release of the beta-peptide conjugate into solution with triethylamine. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00378-6

文献信息

• Synthesis of achiral α,α-disubstituted β-alanines, and their use in construction of libraries of β-peptide conjugates of N-2-alkyl-1,2,3,4-tetrahydroisoquinolines on a solid support
  作者：Petri Heinonen、Pasi Virta、Harri Lönnberg

  DOI：10.1016/s0040-4020(99)00378-6

  日期：1999.6

  Six achiral N-phthaloyl protected alpha,alpha-disubstituted beta-amino acids were synthesized, and used to construct a 96 compound library of 1,2,3,4-tetrahydroisaquinoline conjugates of beta-peptides on a solid support. The library synthesis consisted of attachment of an appropriately 5-O-tethered 1,2,3,4-tetrahydroisoquinoline via the N-2 atom to a vinyl sulfonyl support, elongation of the deprotected 5-O-tether by repeated peptide coupling, quaternarization of N-2 with alkylamines and release of the beta-peptide conjugate into solution with triethylamine. (C) 1999 Elsevier Science Ltd. All rights reserved.