tert-butyl (2S)-4-[[(3aR,4R,6R,6aR)-4-[6-(4-azidobutylamino)purin-9-yl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl-(2-hydroxyethyl)amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate | 1616876-23-3

• 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 (2S)-4-[[(3aR,4R,6R,6aR)-4-[6-(4-azidobutylamino)purin-9-yl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl-(2-hydroxyethyl)amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate
• CAS: 1616876-23-3
• 化学式: C₃₂H₅₂N₁₀O₈
• 分子量: 704.827
• InChiKey: UGIQWUBXKKWOAP-UXSDZZPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  50
• 可旋转键数：
  20
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  186
• 氢给体数：
  3
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S)-4-[[(3aR,4R,6R,6aR)-4-[6-(4-azidobutylamino)purin-9-yl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl-(2-hydroxyethyl)amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate 在 咪唑 、 碘 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis and evaluation of N6-substituted azide- and alkyne-bearing N-mustard analogs of S-adenosyl-l-methionine

  摘要：

  The synthesis of a family of N-mustard analogs of S-adenosyl-L-methionine (SAM) containing azides and alkynes at the N6-position of the adenosine base has been accomplished from commercially available inosine. Further biochemical analysis of these analogs indicates successful modification of pUC19 plasmid DNA in an enzyme-dependent fashion with DNA methyltransferases M.TaqI and M.Hhal. (C) 2014 The Authors. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2014.05.055
• 作为产物：
  描述：

  2',3'-O-异丙叉肌苷 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 sodium cyanoborohydride 、 溶剂黄146 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 73.0h， 生成 tert-butyl (2S)-4-[[(3aR,4R,6R,6aR)-4-[6-(4-azidobutylamino)purin-9-yl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl-(2-hydroxyethyl)amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate
  参考文献：
  名称：

  Synthesis and evaluation of N6-substituted azide- and alkyne-bearing N-mustard analogs of S-adenosyl-l-methionine

  摘要：

  The synthesis of a family of N-mustard analogs of S-adenosyl-L-methionine (SAM) containing azides and alkynes at the N6-position of the adenosine base has been accomplished from commercially available inosine. Further biochemical analysis of these analogs indicates successful modification of pUC19 plasmid DNA in an enzyme-dependent fashion with DNA methyltransferases M.TaqI and M.Hhal. (C) 2014 The Authors. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2014.05.055