3-(3-benzyl-6-bromo-2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)phenoxy)propan-1-ol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(3-benzyl-6-bromo-2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)phenoxy)propan-1-ol
• 英文别名: 3-(3-Benzyl-6-bromo-2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)phenoxy)propan-1-ol；3-[5-benzyl-2-bromo-6-chloro-3-[(2S,3S,4R,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]phenoxy]propan-1-ol
• 化学式: C₅₀H₅₀BrClO₇
• 分子量: 878.3
• InChiKey: NNKYNZFEANFEHW-KYBRQBFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  59
• 可旋转键数：
  20
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  75.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-(2-bromo-3-chloro-4-(4-ethoxybenzyl)-6-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenoxy)propan-1-ol 、 3-benzyl-6-bromo-2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)phenol 以to obtain the compound 172的产率得到3-(3-benzyl-6-bromo-2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)phenoxy)propan-1-ol
  参考文献：
  名称：

  Diphenylmethane derivatives as SGLT2 inhibitors

  摘要：

  本发明揭示了一种含有二苯甲烷基团的化合物，该化合物具有抑制存在于肠和肾中的钠依赖性葡萄糖共转运体2（SGLT2）的活性。本发明还揭示了一种包括该化合物作为活性成分的制药组合物，该组合物可用于预防或治疗代谢紊乱，特别是糖尿病。本发明还提供了一种制备该化合物的方法，以及使用该化合物预防或治疗代谢紊乱，特别是糖尿病的方法。

  公开号：

  US09371303B2

文献信息

• METHOD FOR PRODUCING DIPHENYLMETHANE DERIVATIVE
  申请人：DAEWOONG PHARMACEUTICAL CO., LTD.

  公开号：US20190169174A1

  公开（公告）日：2019-06-06

  The present invention relates to an improved method for producing a diphenylmethane derivative which is effective as a sodium-dependent glucose cotransporter (SGLT) inhibitor, the method being carried out by means of a convergent synthesis method in which each major group is separately synthesized and then coupled. As such, in comparison to a linear synthesis method disclosed in existing documents, the synthesis pathway is compact and yield can be increased, and risk factors inherent in the linear synthesis pathway can be reduced. Furthermore, the crystal form of the compound produced according to the method has superb physicochemical characteristics, and thus can be effectively utilized in fields such as pharmaceutical manufacturing.

  本发明涉及一种改进的制备二苯甲烷衍生物的方法，该方法作为一种钠依赖型葡萄糖共转运蛋白（SGLT）抑制剂具有高效性，该方法通过收敛合成方法进行，其中每个主要基团分别合成然后耦合。因此，与现有文件披露的线性合成方法相比，合成途径更为紧凑，产率可以提高，并且线性合成途径固有的风险因素可以降低。此外，根据该方法生产的化合物的晶型具有出色的物理化学特性，因此可以有效地应用于制药制造等领域。
• NOVEL DIPHENYLMETHANE DERIVATIVES AS SGLT2 INHIBITORS
  申请人：Choi Soongyu

  公开号：US20140088079A1

  公开（公告）日：2014-03-27

  The present invention relates to a compound with a diphenylmethane moiety having an inhibitory activity against sodium-dependent glucose cotransporter 2 (SGLT2) being present in the intestine and kidney, and a pharmaceutical composition comprising the same as an active ingredient, which is useful for preventing or treating metabolic disorders, particularly diabetes. The present invention also provides a method for preparing the compound, and a method for preventing or treating metabolic disorders, particularly diabetes, by using the compound.

  本发明涉及一种具有二苯甲烷基团的化合物，其具有对存在于肠和肾中的钠依赖性葡萄糖共转运体2（SGLT2）的抑制活性，以及包含该化合物作为活性成分的制药组合物，用于预防或治疗代谢性疾病，尤其是糖尿病。本发明还提供了一种制备该化合物的方法，以及使用该化合物预防或治疗代谢性疾病，尤其是糖尿病的方法。
• DIPHENYLMETHANE DERIVATIVE IN CRYSTALLINE FORM
  申请人：Daewoong Pharmaceutical Co., Ltd.

  公开号：EP3663292A1

  公开（公告）日：2020-06-10

  The present invention relates to an improved method for producing a diphenylmethane derivative which is effective as a sodium-dependent glucose cotransporter (SGLT) inhibitor, the method being carried out by means of a convergent synthesis method in which each major group is separately synthesized and then coupled. As such, in comparison to a linear synthesis method disclosed in existing documents, the synthesis pathway is compact and yield can be increased, and risk factors inherent in the linear synthesis pathway can be reduced. Furthermore, the crystal form of the compound produced according to the method has superb physicochemical characteristics, and thus can be effectively utilized in fields such as pharmaceutical manufacturing.

  本发明涉及一种生产作为钠依赖性葡萄糖共转运体（SGLT）抑制剂有效的二苯基甲烷衍生物的改进方法，该方法通过聚合合成法进行，其中每个主要基团分别合成，然后偶联。因此，与现有文献中公开的线性合成方法相比，合成途径紧凑，产量可以提高，并且可以减少线性合成途径中固有的风险因素。此外，根据该方法制得的化合物晶体具有极佳的理化特性，因此可有效地用于制药等领域。
• Method for producing diphenylmethane derivative
  申请人：DAEWOONG PHARMACEUTICAL CO., LTD.

  公开号：US10640496B2

  公开（公告）日：2020-05-05

  The present invention relates to an improved method for producing a diphenylmethane derivative which is effective as a sodium-dependent glucose cotransporter (SGLT) inhibitor, the method being carried out by means of a convergent synthesis method in which each major group is separately synthesized and then coupled. As such, in comparison to a linear synthesis method disclosed in existing documents, the synthesis pathway is compact and yield can be increased, and risk factors inherent in the linear synthesis pathway can be reduced. Furthermore, the crystal form of the compound produced according to the method has superb physicochemical characteristics, and thus can be effectively utilized in fields such as pharmaceutical manufacturing.

  本发明涉及一种生产作为钠依赖性葡萄糖共转运体（SGLT）抑制剂有效的二苯基甲烷衍生物的改进方法，该方法通过聚合合成法进行，其中每个主要基团分别合成，然后偶联。因此，与现有文献中公开的线性合成方法相比，合成途径紧凑，产量可以提高，并且可以减少线性合成途径中固有的风险因素。此外，根据该方法制得的化合物晶体具有极佳的理化特性，因此可有效地用于制药等领域。
• US9034921B2
  申请人：——

  公开号：US9034921B2

  公开（公告）日：2015-05-19