tert-butyl 3-[(3-(benzyloxy)-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethoxy}benzoyl)amino]-1H-pyrazole-1-carboxylate | 871657-69-1

• 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: tert-butyl 3-[(3-(benzyloxy)-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethoxy}benzoyl)amino]-1H-pyrazole-1-carboxylate
• 英文别名: tert-butyl 3-[[3-phenylmethoxy-5-[(2S)-1-tri(propan-2-yl)silyloxypropan-2-yl]oxybenzoyl]amino]pyrazole-1-carboxylate
• CAS: 871657-69-1
• 化学式: C₃₄H₄₉N₃O₆Si
• 分子量: 623.865
• InChiKey: UWZXBVXWXBIMHT-SANMLTNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.46
• 重原子数：
  44
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl 3-[(3-(benzyloxy)-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethoxy}benzoyl)amino]-1H-pyrazole-1-carboxylate 在 氮气 、 钯 、 氢气 作用下， 以 Tetrahydrofuran ethanol 为溶剂， 反应 6.0h， 以to give a crude solid (70 mg)的产率得到tert-butyl 3-[(3-hydroxy-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethoxy}benzoyl)amino]-1H-pyrazole-1-carboxylate
  参考文献：
  名称：

  Heteroaryl Benzamide Derivatives for Use as Glk Activators in the Treatment of Diabetes

  摘要：

  化合物的公式(I)，其中：R1为羟甲基；R2选自—C(O)NR4R5，SO2NR4R5，S(O)pR4和HET-2；HET-1为5-或6-成员的、可选地取代的C-连接杂芳基环；HET-2是4-、5-或6-成员的、可选地取代的杂环基环，可以是C-或N-连接；R3选自卤素、氟甲基、二氟甲基、三氟甲基、甲基、甲氧基和氰基；R4选自例如氢、可选地取代的(1-4C)烷基和HET-2；R5为氢或(1-4C)烷基；或者R4和R5与它们连接的氮原子一起可以形成由HET-3定义的杂环基环系统；HET-3例如为可选地取代的N-连接的、4、5或6成员的、饱和或部分不饱和的杂环基环；p是（每次独立地）0、1或2；m是0或1；n是0、1或2；但是当m为0时，n为1或2；或其盐、前药或溶剂。还描述了它们作为GLK激活剂的用途、包含它们的制药组合物以及它们的制备方法。

  公开号：

  US20080015203A1
• 作为产物：
  描述：

  3-(苄氧基)-5-羟基苯甲酸甲酯 在 lithium hydroxide 、 偶氮二甲酸二异丙酯 、 水 、 N,N-二异丙基乙胺 、 三苯基膦 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 四氢呋喃 、 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 19.75h， 生成 tert-butyl 3-[(3-(benzyloxy)-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethoxy}benzoyl)amino]-1H-pyrazole-1-carboxylate
  参考文献：
  名称：

  [EN] HETROARYL BENZAMIDE DERIVATIVES FOR USE AS GLK ACTIVATORS IN THE TREATMENT OF DIABETES
  [FR] DERIVES D'HETEROARYL-BENZAMIDE UTILISABLES EN TANT QU'ACTIVATEURS DE LA GLK DANS LE TRAITEMENT DU DIABETE

  摘要：

  式（I）的化合物，其中：R1是羟甲基；R2选择自-C（O）NR4R5，SO2NR4R5，S（O）pR4和HET-2；HET-1是一个5-或6-成员的、可选择取代的C-连接杂芳基环；HET-2是一个4-、5-或6-成员的、可选择取代的C-或N-连接的杂环基环；R3选择自卤素、氟甲基、二氟甲基、三氟甲基、甲基、甲氧基和氰基；R4选择自例如氢、可选择取代的（1-4C）烷基和HET-2；R5是氢或（1-4C）烷基；或R4和R5与它们连接的氮原子一起可形成由HET-3定义的杂环基环系统；HET-3例如是一个可选择取代的N-连接的、4、5或6成员的、饱和或部分不饱和的杂环基环；p是（每次独立）0、1或2；m是0或1；n是0、1或2；但是当m为0时，n为1或2；或其盐、前药或溶剂化合物。描述了它们作为GLK激活剂的用途、含有它们的制药组合物以及它们的制备方法。

  公开号：

  WO2005121110A1

文献信息

• Heteroaryl Benzamide Derivatives for Use as GLK Activators in the Treatment of Diabetes
  申请人：Johnstone Craig

  公开号：US20090253676A1

  公开（公告）日：2009-10-08

  Compounds of Formula (I): wherein: R 1 is hydroxymethyl; R 2 is selected from —C(O)NR 4 R 5 , —SO 2 NR 4 R 5 , —S(O) p R 4 and HET-2; HET-1 is a 5- or 6-membered, optionally substituted C-linked heteroaryl ring; HET-2 is a 4-, 5- or 6-membered, C- or N-linked optionally substituted heterocyclyl ring; R 3 is selected from halo, fluoromethyl, difluoromethyl, trifluoromethyl, methyl, methoxy and cyano; R 4 is selected from for example hydrogen, optionally substituted (1-4C)alkyl and HET-2; R 5 is hydrogen or (1-4C)alkyl; or R 4 and R 5 together with the nitrogen atom to which they are attached may form a heterocyclyl ring system as defined by HET-3; HET-3 is for example an optionally substituted N-linked, 4, 5 or 6 membered, saturated or partially unsaturated heterocyclyl ring; p is (independently at each occurrence) 0, 1 or 2; m is 0 or 1; n is 0, 1 or 2; provided that when m is 0, then n is 1 or 2; or a salt, pro-drug or solvate thereof, are described. Their use as GLK activators, pharmaceutical compositions containing them, and processes for their preparation are also described.

  化学式（I）的化合物：其中：R1为羟甲基；R2选自- C（O）NR4R5，-SO2NR4R5，-S（O）pR4和HET-2; HET-1为5-或6-成员的，可选择性取代C-连接的杂芳基环；HET-2为4-，5-或6-成员的，C-或N-连接的可选择性取代杂环烷基环；R3选自卤素，氟甲基，二氟甲基，三氟甲基，甲基，甲氧基和氰基；R4选自例如氢，可选择性取代的（1-4C）烷基和HET-2；R5为氢或（1-4C）烷基；或R4和R5与它们所附着的氮原子一起可以形成由HET-3定义的杂环烷基环系统；HET-3例如为可选择性取代的N-连接，4、5或6成员的，饱和或部分不饱和的杂环烷基环；p为（每次独立）0、1或2；m为0或1；n为0、1或2；但当m为0时，则n为1或2；或其盐、前药或溶剂。还描述了它们作为GLK激活剂的用途、含有它们的制药组合物以及它们的制备方法。
• Heteroaryl Benzamide Derivatives for Use as Glk Activators in the Treatment of Diabetes
  申请人：Johnstone Craig

  公开号：US20080015203A1

  公开（公告）日：2008-01-17

  Compounds of Formula (I) wherein: R 1 is hydroxymethyl; R 2 is selected from —C(O)NR 4 R 5 , SO 2 NR 4 R 5 , S(O) p R 4 and HET-2; HET-1 is a 5- or 6-membered, optionally substituted C-linked heteroaryl ring; HET-2 is a 4-, 5- or 6-membered, C- or N-linked optionally substituted heterocyclyl ring; R 3 is selected from halo, fluoromethyl, difluoromethyl, trifluoromethyl, methyl, methoxy and cyano; R 4 is selected from for example hydrogen, optionally substituted (1-4C)alkyl and HET-2; R 5 is hydrogen or (1-4C)alkyl; or R 4 and R 5 together with the nitrogen atom to which they are attached may form a heterocyclyl ring system as defined by HET-3; HET-3 is for example an optionally substituted N-linked, 4, 5 or 6 membered, saturated or partially unsaturated heterocyclyl ring; p is (independently at each occurrence) 0, 1 or 2; m is 0 or 1; n is 0, 1 or 2; provided that when m is 0, then n is 1 or 2; or a salt, pro drug or solvate thereof, are described. Their use as GLK activators, pharmaceutical compositions containing them, and processes for their preparation are also described.

  化合物的公式(I)，其中：R1为羟甲基；R2选自—C(O)NR4R5，SO2NR4R5，S(O)pR4和HET-2；HET-1为5-或6-成员的、可选地取代的C-连接杂芳基环；HET-2是4-、5-或6-成员的、可选地取代的杂环基环，可以是C-或N-连接；R3选自卤素、氟甲基、二氟甲基、三氟甲基、甲基、甲氧基和氰基；R4选自例如氢、可选地取代的(1-4C)烷基和HET-2；R5为氢或(1-4C)烷基；或者R4和R5与它们连接的氮原子一起可以形成由HET-3定义的杂环基环系统；HET-3例如为可选地取代的N-连接的、4、5或6成员的、饱和或部分不饱和的杂环基环；p是（每次独立地）0、1或2；m是0或1；n是0、1或2；但是当m为0时，n为1或2；或其盐、前药或溶剂。还描述了它们作为GLK激活剂的用途、包含它们的制药组合物以及它们的制备方法。
• [EN] HETROARYL BENZAMIDE DERIVATIVES FOR USE AS GLK ACTIVATORS IN THE TREATMENT OF DIABETES<br/>[FR] DERIVES D'HETEROARYL-BENZAMIDE UTILISABLES EN TANT QU'ACTIVATEURS DE LA GLK DANS LE TRAITEMENT DU DIABETE
  申请人：ASTRAZENECA AB

  公开号：WO2005121110A1

  公开（公告）日：2005-12-22

  Compounds of Formula (I) wherein: R1 is hydroxymethyl; R2 is selected from -C(O)NR4R5, SO2NR4R5, S(O)pR4 and HET-2; HET-1 is a 5- or 6-membered, optionally substituted C-linked heteroaryl ring; HET-2 is a 4-, 5- or 6-membered, C- or N-linked optionally substituted heterocyclyl ring; R3 is selected from halo, fluoromethyl, difluoromethyl, trifluoromethyl, methyl, methoxy and cyano; R4 is selected from for example hydrogen, optionally substituted (1-4C)alkyl and HET-2; R5 is hydrogen or (1-4C)alkyl; or R4 and R5 together with the nitrogen atom to which they are attached may form a heterocyclyl ring system as defined by HET-3; HET-3 is for example an optionally substituted N-linked, 4, 5 or 6 membered, saturated or partially unsaturated heterocyclyl ring; p is (independently at each occurrence) 0, 1 or 2; m is 0 or 1; n is 0, 1 or 2; provided that when m is 0, then n is 1 or 2; or a salt, pro drug or solvate thereof, are described. Their use as GLK activators, pharmaceutical compositions containing them, and processes for their preparation are also described.

  式（I）的化合物，其中：R1是羟甲基；R2选择自-C（O）NR4R5，SO2NR4R5，S（O）pR4和HET-2；HET-1是一个5-或6-成员的、可选择取代的C-连接杂芳基环；HET-2是一个4-、5-或6-成员的、可选择取代的C-或N-连接的杂环基环；R3选择自卤素、氟甲基、二氟甲基、三氟甲基、甲基、甲氧基和氰基；R4选择自例如氢、可选择取代的（1-4C）烷基和HET-2；R5是氢或（1-4C）烷基；或R4和R5与它们连接的氮原子一起可形成由HET-3定义的杂环基环系统；HET-3例如是一个可选择取代的N-连接的、4、5或6成员的、饱和或部分不饱和的杂环基环；p是（每次独立）0、1或2；m是0或1；n是0、1或2；但是当m为0时，n为1或2；或其盐、前药或溶剂化合物。描述了它们作为GLK激活剂的用途、含有它们的制药组合物以及它们的制备方法。
• Heteroaryl benzamide derivatives as GLK activators
  申请人：AstraZeneca AB

  公开号：US07745475B2

  公开（公告）日：2010-06-29

  Compounds of Formula (I) wherein: R1 is hydroxymethyl; R2 is selected from —C(O)NR4R5, SO2NR4R5, S(O)pR4 and HET-2; HET-1 is a 5- or 6-membered, optionally substituted C-linked heteroaryl ring; HET-2 is a 4-, 5- or 6-membered, C- or N-linked optionally substituted heterocyclyl ring; R3 is selected from halo, fluoromethyl, difluoromethyl, trifluoromethyl, methyl, methoxy and cyano; R4 is selected from for example hydrogen, optionally substituted (1-4C)alkyl and HET-2; R5 is hydrogen or (1-4C)alkyl; or R4 and R5 together with the nitrogen atom to which they are attached may form a heterocyclyl ring system as defined by HET-3; HET-3 is for example an optionally substituted N-linked, 4, 5 or 6 membered, saturated or partially unsaturated heterocyclyl ring; p is (independently at each occurrence) 0, 1 or 2; m is 0 or 1; n is 0, 1 or 2; provided that when m is 0, then n is 1 or 2; or a salt, pro drug or solvate thereof, are described. Their use as GLK activators, pharmaceutical compositions containing them, and processes for their preparation are also described.

  化合物的公式（I），其中：R1为羟甲基；R2选自—C（O）NR4R5，SO2NR4R5，S（O）pR4和HET-2；HET-1为5-或6-成员的，可选地取代的C-连接的杂芳基环；HET-2为4-、5-或6-成员的，C-或N-连接的可选地取代的杂环基环；R3选自卤素，氟甲基，二氟甲基，三氟甲基，甲基，甲氧基和氰基；R4选自例如氢，可选地取代的（1-4C）烷基和HET-2；R5为氢或（1-4C）烷基；或R4和R5与它们连接的氮原子一起可以形成由HET-3定义的杂环基环系统；HET-3例如为可选地取代的N-连接的，4、5或6成员的，饱和或部分不饱和的杂环基环；p为（每次独立）0、1或2；m为0或1；n为0、1或2；但当m为0时，n为1或2；或其盐、前药或溶剂。还描述了它们作为GLK激活剂的用途，包含它们的制药组合物以及它们的制备方法。