4-(tert-butyldimethylsiloxy)-5,5-trimethylene-1-octyne | 212311-24-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 4-(tert-butyldimethylsiloxy)-5,5-trimethylene-1-octyne
• 英文别名: tert-Butyldimethyl-[1-(1-propylcyclobutyl)but-3-ynyloxy]silane；tert-butyl-dimethyl-[1-(1-propylcyclobutyl)but-3-ynoxy]silane
• CAS: 212311-24-5
• 化学式: C₁₇H₃₂OSi
• 分子量: 280.526
• InChiKey: UNRXEMQBSHJQBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.37
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(tert-butyldimethylsiloxy)-5,5-trimethylene-1-octyne 在 Schwartz's reagent 、 三甲基氯硅烷 、 叔丁基锂 、 lithium,azanidylidenemethylidenecopper,2H-thiophen-2-ide 作用下， 以 四氢呋喃 、 乙醚 、 正戊烷 为溶剂， 反应 5.67h， 生成 (2R,3R,4R)-2-[2-(4-carbomethoxyphenyl)ethyl]-3-[(1E)-4-(tert-butyldimethylsiloxy)-5,5-trimethylene-1-octenyl]-4-(tert-butyldimethylsiloxy)-cyclopentan-1-one
  参考文献：
  名称：

  Development of a highly selective EP2-receptor agonist. Part 1: identification of 16-hydroxy-17,17-trimethylene PGE2 derivatives

  摘要：

  Design and synthesis of an EP2-receptor selective agonist began with the chemical modification of alpha- and omega-chains of butaprost 1a, which exhibits an affinity for the IP-receptor. Two series of prostaglandin (PG) analogues with a 16-hydroxy-17,17-trimethylene moiety as an omega-chain were identified. Among those tested, 4a,b,e,f,h and 6a,b,e,f,h were found to be highly selective EP2-receptor agonists. Structure activity relationships are discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00369-8
• 作为产物：
  描述：

  2,2-trimethylene-1-pentanol 在 2,6-二甲基吡啶 、 草酰氯 、 magnesium 、 二甲基亚砜 、 三乙胺 、 mercury dichloride 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 2.84h， 生成 4-(tert-butyldimethylsiloxy)-5,5-trimethylene-1-octyne
  参考文献：
  名称：

  Development of a highly selective EP2-receptor agonist. Part 1: identification of 16-hydroxy-17,17-trimethylene PGE2 derivatives

  摘要：

  Design and synthesis of an EP2-receptor selective agonist began with the chemical modification of alpha- and omega-chains of butaprost 1a, which exhibits an affinity for the IP-receptor. Two series of prostaglandin (PG) analogues with a 16-hydroxy-17,17-trimethylene moiety as an omega-chain were identified. Among those tested, 4a,b,e,f,h and 6a,b,e,f,h were found to be highly selective EP2-receptor agonists. Structure activity relationships are discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00369-8

文献信息

• Novel Sulfonamides
  申请人：Burk M. Robert

  公开号：US20070043090A1

  公开（公告）日：2007-02-22

  The present invention provides wherein R 1 is selected from the group consisting of C 1 -C 10 alkoxy, OH and NR 4 R 5 ; R 2 is selected from the group consisting of C 1 -C 10 alkyl and (CH 2 ) n OH; R 3 is selected from the group consisting of C 1 -C 10 alkyl, heteroaryl, e.g. thienyl, furanyl and pyridyl, phenyl, mono, -di-, tri-substituted phenyl and heteroaryl; R 4 and R 5 are independently selected from the group consisting of H, C 1 -C 10 alkyl, C 1 -C 10 alkyl hydroxyl; m is 0 or an integer from 1 to 3 and n is an integer of from 1 to 4. These compounds are useful in lowering intraocular pressure and/or treating glaucoma or providing neuroprotection to the eye of a human patient.

  本发明提供其中R1选自C1-C10烷氧基，OH和NR4R5所组成的群；R2选自C1-C10烷基和(CH2)nOH所组成的群；R3选自C1-C10烷基，杂环芳基，如噻吩基，呋喃基和吡啶基，苯基，单取代，双取代，三取代苯基和杂环芳基；R4和R5分别选自H，C1-C10烷基，C1-C10烷基羟基；m为0或从1到3的整数，n为从1到4的整数。这些化合物在降低眼内压和/或治疗青光眼或为人类患者的眼睛提供神经保护方面具有用处。
• Sulfonamides
  申请人：Allergan, Inc.

  公开号：US07314890B2

  公开（公告）日：2008-01-01

  The present invention provides wherein R1 is selected from the group consisting of C1-C10 alkoxy, OH and NR4R5; R2 is selected from the group consisting of C1-C10 alkyl and (CH2)nOH; R3 is selected from the group consisting of C1-C10 alkyl, heteroaryl, e.g. thienyl, furanyl and pyridyl, phenyl, mono, -di-, tri-substituted phenyl and heteroaryl; R4 and R5 are independently selected from the group consisting of H, C1-C10 alkyl, C1-C10 alkyl hydroxyl; m is 0 or an integer from 1 to 3 and n is an integer of from 1 to 4. These compounds are useful in lowering intraocular pressure and/or treating glaucoma or providing neuroprotection to the eye of a human patient.

  本发明提供了一种化合物，其中R1选自C1-C10烷氧基，羟基和NR4R5的群；R2选自C1-C10烷基和(CH2)nOH的群；R3选自C1-C10烷基，杂环芳基，例如噻吩基，呋喃基和吡啶基，苯基，单烷基，双烷基，三烷基苯基和杂环芳基的群；R4和R5独立地选自H，C1-C10烷基，C1-C10烷基羟基；m为0或1至3的整数，n为1至4的整数。这些化合物在降低眼内压和/或治疗青光眼或为人类患者的眼提供神经保护方面有用。
• Novel sulfonamides
  申请人：Burk Robert M.

  公开号：US20080167331A1

  公开（公告）日：2008-07-10

  The present invention provides wherein R 1 is selected from the group consisting of C 1 -C 10 alkoxy, OH and NR 4 R 5 ; R 2 is selected from the group consisting of C 1 -C 10 alkyl and (CH 2 ) n OH; R 3 is selected from the group consisting of C 1 -C 10 alkyl, heteroaryl, e.g. thienyl, furanyl and pyridyl, phenyl, mono, -di-, tri-substituted phenyl and heteroaryl; R 4 and R 5 are independently selected from the group consisting of H, C 1 -C 10 alkyl, C 1 -C 10 alkyl hydroxyl; m is 0 or an integer from 1 to 3 and n is an integer of from 1 to 4. These compounds are useful in lowering intraocular pressure and/or treating glaucoma or providing neuroprotection to the eye of a human patient.

  本发明提供了一种化合物，其中R1选自C1-C10烷氧基，OH和NR4R5组成的群；R2选自C1-C10烷基和(CH2)nOH组成的群；R3选自C1-C10烷基，杂环芳基例如噻吩基、呋喃基和吡啶基，苯基，单、双、三取代苯基和杂环芳基组成的群；R4和R5分别选自H，C1-C10烷基和C1-C10烷基羟基；m为0或1到3的整数，n为1到4的整数。这些化合物可用于降低眼内压和/或治疗青光眼或提供对人类患者眼睛的神经保护。