tert-butyl N-benzyl-N-[(3R,4R)-3-hydroxypiperidin-4-yl]carbamate | 1426125-45-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: tert-butyl N-benzyl-N-[(3R,4R)-3-hydroxypiperidin-4-yl]carbamate
• 英文别名: tert-butyl N-benzyl-N-[(3R,4R)-3-hydroxy-4-piperidinyl]carbamate
• CAS: 1426125-45-2
• 化学式: C₁₇H₂₆N₂O₃
• 分子量: 306.405
• InChiKey: SUTBPYRUZHLSPW-HUUCEWRRSA-N

物化性质

• 沸点：
  452.7±45.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  61.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl N-benzyl-N-[(3R,4R)-3-hydroxypiperidin-4-yl]carbamate 在 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 3.0h， 生成 (3aS,7aR)-1-benzyl-2-oxo-4,6,7,7a-tetrahydro-3a-oxazole[5,4-c]pyridine-5-carboxylic acid benzyl ester
  参考文献：
  名称：

  EP3053916

  摘要：

  公开号：
• 作为产物：
  描述：

  (3S,7aR)-3-phenyltetrahydropyrrolo[1,2-c]oxazol-5(3H)-one 在 4-二甲氨基吡啶 、 苯甲砜 、 10 wt% Pd(OH)2 on carbon 、 氢气 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 40.0~110.0 ℃ 、115.12 kPa 条件下， 生成 tert-butyl N-benzyl-N-[(3R,4R)-3-hydroxypiperidin-4-yl]carbamate
  参考文献：
  名称：

  Evolution of the Process for the Preparation of a Selective ErbB VEGF Receptor Inhibitor

  摘要：

  An efficient synthetic route to the potent and selective ErbB VEGF receptor inhibitor, BMS-690514 (1) is described. Strategic modifications in both approach and procedure addressed several issues, which led to a safe, efficient, and economical process for the preparation of multi-kilogram quantities of 1. The convergent route involves alkylation of a suitably protected (3R,4R)-4-aminopiperidin-3-ol with the triethyl(alkyl) ammonium salt of a functionalized pyrrolotriazine 3a followed by deprotection to provide 1 as the crystalline free base.

  DOI：

  10.1055/s-0032-1317540

文献信息

• PYRROLOTRIAZINE KINASE INHIBITORS
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20160243125A1

  公开（公告）日：2016-08-25

  The present disclosure is generally directed to compounds which can inhibit AAK1 (adaptor associated kinase 1), compositions comprising such compounds, and methods for inhibiting AAK1.

  本公开涉及一般针对能够抑制AAK1（适配器相关激酶1）的化合物，包括这种化合物的组合物和抑制AAK1的方法。
• COMPOUND HAVING AGONISTIC ACTIVITY TO SOMATOSTATIN RECEPTOR AND MEDICINAL USE THEREOF
  申请人：Ono Pharmaceutical Co., Ltd.

  公开号：EP3053916A1

  公开（公告）日：2016-08-10

  Provided is a somatostatin receptor subtype-2 agonist. A compound represented by general formula (I) [wherein each symbol has the same meaning as defined in the description], a salt thereof, an N-oxide thereof or a solvate thereof, or prodrugs of the same, which are low-molecular compounds having potent agonistic activity to somatostatin receptor subtype-2 and, therefore, can be administered in a simpler manner and have high safety and low toxicity, are useful in preventing and/or treating somatostatin-related diseases such as acromegaly and gastrointestinal obstruction.

  本发明提供了一种体生长抑素受体亚型-2 激动剂。由通式(I)[其中各符号的含义与描述中所定义的相同]代表的化合物、其盐、N-氧化物或其溶解物或其原药，是对体泌素受体亚型-2具有强效激动活性的低分子化合物，因此可以以更简单的方式给药，并且具有高安全性和低毒性，可用于预防和/或治疗与体泌素相关的疾病，如肢端肥大症和胃肠道阻塞。
• Selection and Scale-Up Evaluation of an Alternative Route to (−)-(3<i>R</i>,4<i>R</i>)-1-Benzyl-4-(benzylamino)piperidin-3-ol
  作者：Ian S. Young、Adrian Ortiz、James R. Sawyer、David A. Conlon、Frederic G. Buono、Simon W. Leung、Justin L. Burt、Eric W. Sortore

  DOI：10.1021/op300174w

  日期：2012.9.21

  An efficient, scalable synthesis of (-)-(3R,4R)-1-benzyl-4-(benzylamino)piperidin-3-ol (4) is described. Reduction of the pyridinium salt prepared from pyridine and benzyl chloride generated the corresponding tetrahydropyridine derivative. A two-stage epoxidation, followed by ring-opening of the epoxide with BnNH2, established the regiochemistry of the amino alcohol and served to set the trans-relationship between the amine and the hydroxyl group. The resulting racemic intermediate was then resolved by salt formation with (R)-O-acetyl mandelic acid. The process produced the O-acetyl mandelic acid salt of (-)-4 in 27% overall yield from benzyl chloride.
• TW2016/2092
  申请人：——

  公开号：——

  公开（公告）日：——
• EP3053916B1
  申请人：——

  公开号：EP3053916B1

  公开（公告）日：2019-01-30