3-((tert-butyldiphenylsilyl)oxy)propanoyl chloride | 105198-75-2

• 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: 3-((tert-butyldiphenylsilyl)oxy)propanoyl chloride
• 英文别名: 3-{[tert-Butyl(diphenyl)silyl]oxy}propanoyl chloride；3-[tert-butyl(diphenyl)silyl]oxypropanoyl chloride
• CAS: 105198-75-2
• 化学式: C₁₉H₂₃ClO₂Si
• 分子量: 346.929
• InChiKey: SEAHJWWEAAZYCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.72
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-((tert-butyldiphenylsilyl)oxy)propanoyl chloride 在 对甲苯磺酸 potassium cyanide 、 三氯化铝 、 (-)-pinanyl-9 BBN 、 silver nitrate 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 生成 tert-Butyl-diphenyl-[(S)-3-(tetrahydro-pyran-2-yloxy)-pent-4-ynyloxy]-silane
  参考文献：
  名称：

  A General Strategy for the Synthesis of Monohydroxy-eicosatetraenoic Acids: Total Synthesis of 5(S)-Hydroxy-6(E),8,11,14(Z)-eicosatetraenoic Acid (5-HETE) and 12(S)-Hydroxy-5,8,14(Z), 10(E)-eicosatetraenoic Acid (12-HETE)

  摘要：

  通过钯(0)-铜(I)耦合技术合成5(S)-羟基-6(E),8, 11,14(Z)-二十碳四烯酸（5-HETE）和12(S)-羟基-5,8,14(Z), 10(E)-二十碳四烯酸（12-HETE）的立体选择性全合成过程被描述。

  DOI：

  10.1055/s-1986-31612
• 作为产物：
  描述：

  methyl 3-((tert-butyldiphenylsilyl)oxy)propanoate 在 lithium hydroxide 、 草酰氯 、 水 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 5.5h， 生成 3-((tert-butyldiphenylsilyl)oxy)propanoyl chloride
  参考文献：
  名称：

  Bruchins—Mitogenic 3-(Hydroxypropanoyl) Esters of Long Chain Diols from Weevils of the Bruchidae

  摘要：

  Mono- and bis 3-(hydroxypropanoyl) esters of long chain, unsaturated diols have been isolated and identified from two genera of the family Bruchidae, and have been shown to be responsible for the mitogenic activity observed on pea pods resulting from oviposition by the pea weevil, Bruchus pisorum. The mitogenic compounds have been characterized and synthesized. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(00)00650-5

文献信息

• [EN] MACROCYCLIC UREA OREXIN RECEPTOR AGONISTS<br/>[FR] AGONISTES DU RÉCEPTEUR DE L'OREXINE D'URÉE MACROCYCLIQUE
  申请人：MERCK SHARP & DOHME

  公开号：WO2022094012A1

  公开（公告）日：2022-05-05

  The present invention is directed to macrocyclic urea compounds which are agonists of orexin receptors. The present invention is also directed to uses of the compounds described herein in the potential treatment or prevention of neurological and psychiatric disorders and diseases in which orexin receptors are involved. The present invention is also directed to compositions comprising these compounds. The present invention is also directed to uses of these compositions in the potential prevention or treatment of such diseases in which orexin receptors are involved.

  本发明涉及宏环脲化合物，其是睡觉醒来素受体的激动剂。本发明还涉及所述化合物在潜在的涉及睡觉醒来素受体的神经和精神障碍和疾病的治疗或预防中的用途。本发明还涉及包含这些化合物的组合物。本发明还涉及这些组合物在潜在涉及睡觉醒来素受体的这些疾病的预防或治疗中的用途。
• Tandem reduction–olefination of triethyl 2-acyl-2-fluoro-2-phosphonoacetates and a synthetic approach to Cbz-Gly-Ψ[(Z)-CFC]-Gly dipeptide isostere
  作者：Shigeki Sano、Yoko Kuroda、Katsuyuki Saito、Yukiko Ose、Yoshimitsu Nagao

  DOI：10.1016/j.tet.2006.09.096

  日期：2006.12

  (Z)-alpha-Fluoro-alpha,beta-unsaturated esters (Z)-7a-f were stereoselectively prepared by a tandem reduction-olefination of triethyl 2-acyl-2-fluoro-2-phosphonoacetates 6a-f with NaBH4 in EtOH. A concise synthesis of Cbz-Gly-Psi[(Z)-CF=C]-Gly (26) as a dipeptide isostere was achieved via the tandem reduction-olefination of the corresponding 2-acyl-2-fluoro-2-phosphonoacetate 20. (c) 2006 Elsevier Ltd. All rights reserved.
• Bruchins—Mitogenic 3-(Hydroxypropanoyl) Esters of Long Chain Diols from Weevils of the Bruchidae
  作者：James E Oliver、Robert P Doss、R.Thomas Williamson、John R Carney、E.David DeVilbiss

  DOI：10.1016/s0040-4020(00)00650-5

  日期：2000.9

  Mono- and bis 3-(hydroxypropanoyl) esters of long chain, unsaturated diols have been isolated and identified from two genera of the family Bruchidae, and have been shown to be responsible for the mitogenic activity observed on pea pods resulting from oviposition by the pea weevil, Bruchus pisorum. The mitogenic compounds have been characterized and synthesized. Published by Elsevier Science Ltd.
• The conversion of car☐ylic acids to keto phosphorane precursors of 1,2,3-vicinal tricarbonyl compounds
  作者：Harry H. Wasserman、David S. Ennis、Charles A. Blum、Vincent M. Rotello

  DOI：10.1016/s0040-4039(00)61111-5

  日期：1992.9

  Acyl phosphoranylidines react with acid chlorides or anhydrides in the presence of bis(trimethylsilyl)acetamide (BSA), or couple directly with carboxylic acids activated by EDCI to give keto phosphoranes 1.
• Synthesis, cannabinoid receptor activity, and enzymatic stability of reversed amide derivatives of arachidonoyl ethanolamide
  作者：Teija Parkkari、Juha R. Savinainen、Katri H. Raitio、Susanna M. Saario、Laura Matilainen、Tuomas Sirviö、Jarmo T. Laitinen、Tapio Nevalainen、Riku Niemi、Tomi Järvinen

  DOI：10.1016/j.bmc.2006.03.051

  日期：2006.8

  Retroanandamide (2f) and its 10 analogues (la-e, 2a-e) were synthesized and evaluated for the cannabinoid receptor activation by a [S-35]GTP gamma S binding assay using rat cerebellar membranes, and Chinese hamster ovary cell membranes expressing human CB2 receptors. The primary goal of the study was to develop cannabinoid receptor agonists having improved enzymatic stability compared to endogenous N-arachidonoyl ethanolamide (AEA). Furthermore, by reversing the amide bond of AEA, the formation of arachidonic acid would be prevented. Finally, an effect of the carbonyl carbon position on the cannabinoid receptor activity was explored by synthesizing retroanandamide analogues having different chain lengths (la-e, C-19; 2a-f, C-20). All the synthesized compounds, except 2c, behaved as partial agonists for the both cannabinoid receptors. In rat brain homogenate, the reversed amides possessed significantly higher stability against FAAH induced degradation than AEA. Therefore, the reversed amide analogues of AEA may serve as enzymatically stable structural basis for the drug design based on the endogenous cannabinoids. (c) 2006 Elsevier Ltd. All rights reserved.