4-Amino-3-hydroxy-2-(2-{(2R,3R,6S,8S,9R,11R)-3,9,11-trimethyl-8-[(S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)-ethyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-acetylamino)-benzoic acid methyl ester | 131035-61-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-Amino-3-hydroxy-2-(2-{(2R,3R,6S,8S,9R,11R)-3,9,11-trimethyl-8-[(S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)-ethyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-acetylamino)-benzoic acid methyl ester
• CAS: 131035-61-5
• 化学式: C₂₉H₃₉N₃O₇
• 分子量: 541.645
• InChiKey: KXGWHWORVVXNJE-CYEMHPAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.51
• 重原子数：
  39.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  152.97
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  4-Amino-3-hydroxy-2-(2-{(2R,3R,6S,8S,9R,11R)-3,9,11-trimethyl-8-[(S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)-ethyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-acetylamino)-benzoic acid methyl ester 在 4-甲基苯磺酸吡啶 作用下， 以 1,2-二氯乙烷 为溶剂， 以26%的产率得到Methyl 7-amino-2-((3,9,11-trimethyl-8-(1-methyl-2-oxo-2-(1H-pyrrol-2-yl)-ethyl)-1,7-dioxaspiro<5.5>undec-2-yl)-methyl)-4-benzoxazolecarboxylate
  参考文献：
  名称：

  Semi-synthesis of A.23187 (calcimycin) analogs with 5-n-amino substituents. Their complexation of calcium and magnesium

  摘要：

  The semi-synthesis of A.23187 (calcimycin) analogs 1-4 bearing the respective substituents: 5-NH2, 5-NHCH3, 5-N(CH3)2, 5-NHCOCH3 was carried out. The complexing properties of 1-4 for calcium and magnesium were determined by two-phase experiments (water/toluene-butanol 70:30 W/W) and found to be much weaker than these of A.23187 or X.14885A. There was a discrepancy with theoretical predictions made from model carboxybenzoxazoles.

  DOI：

  10.1016/s0040-4020(01)87824-8
• 作为产物：
  描述：

  8(R)-(carboxymethyl)-2(R)-<1(S)-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl>-3(R),5(R),9(R)-trimethyl-(6R)-1,7-dioxaspiro<5.5>undecane 、 Methyl 2-amino-3-hydroxy-4-N-trifluoroacetylaminobenzoate hydrochloride 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以62.5%的产率得到Methyl 3-hydroxy-4-N-trifluoroacetylamino-2-N-((3,9,11-trimethyl-8-(1-methyl-2-oxo-2-(1H-pyrrol-2-yl)-ethyl)-1,7-dioxaspiro<5.5>undec-2-yl)-acetyl)-anthranilate
  参考文献：
  名称：

  Semi-synthesis of A.23187 (calcimycin) analogs with 5-n-amino substituents. Their complexation of calcium and magnesium

  摘要：

  The semi-synthesis of A.23187 (calcimycin) analogs 1-4 bearing the respective substituents: 5-NH2, 5-NHCH3, 5-N(CH3)2, 5-NHCOCH3 was carried out. The complexing properties of 1-4 for calcium and magnesium were determined by two-phase experiments (water/toluene-butanol 70:30 W/W) and found to be much weaker than these of A.23187 or X.14885A. There was a discrepancy with theoretical predictions made from model carboxybenzoxazoles.

  DOI：

  10.1016/s0040-4020(01)87824-8