3-(4-bromo-benzyloxy)-2-methyl-propionic acid methyl ester | 1018349-44-4

• 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: 3-(4-bromo-benzyloxy)-2-methyl-propionic acid methyl ester
• 英文别名: methyl (2R)-3-[(4-bromobenzyl)oxy]-2-methylpropionate；(R)-3-(4-bromo-benzyloxy)-2-methyl-propionic acid methyl ester；methyl (2R)-3-[(4-bromophenyl)methoxy]-2-methylpropanoate
• CAS: 1018349-44-4
• 化学式: C₁₂H₁₅BrO₃
• 分子量: 287.153
• InChiKey: QFGFDHRLMLVWDQ-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-bromo-benzyloxy)-2-methyl-propionic acid methyl ester 在 盐酸 、 sodium hydride 、 二异丁基氢化铝 、 magnesium 、 lithium chloride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 N-[2-[2-[4-[(3S,4R)-4-hydroxy-4-[4-[[(2S)-3-methoxy-2-methylpropoxy]methyl]phenyl]piperidin-3-yl]-3-methylphenyl]phenyl]ethyl]acetamide
  参考文献：
  名称：

  3,4-Diarylpiperidines as potent renin inhibitors

  摘要：

  The discovery and SAR of a series of potent renin inhibitors possessing a novel 3,4-diarylpiperidine scaffold are described herein. The resulting compound 38 exhibit low nanomolar plasma renin IC50, had a clean CYP 3A4 profile and displayed micromolar affinity for the hERG channel. Furthermore, it was found to be efficacious in the double transgenic rat hypertension model and show good to moderate oral bioavailability in two animal species. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.044
• 作为产物：
  描述：

  (-)-甲基-D-BATA-羟基异丁酸酯 、 4-bromobenzyl 2,2,2-trichloroacetimidate 在 三氟甲磺酸 作用下， 以 二氯甲烷 、 环己烷 为溶剂， 反应 1.42h， 生成 3-(4-bromo-benzyloxy)-2-methyl-propionic acid methyl ester
  参考文献：
  名称：

  [EN] 4,4-DISUBSTITUTED PIPERIDINES
  [FR] PIPÉRIDINES 4,4-DISUBSTITUÉES

  摘要：

  该申请涉及一般式（I）的4,4-二取代哌啶及其盐，优选其药用可接受盐，其中R2在描述中有所解释，以及它们的制备方法以及将这些化合物用作药物，特别是作为肾素抑制剂。

  公开号：

  WO2009053452A1

文献信息

• Preparation of Alkyl Ethers with Diallyltriazinedione-Type Alkylating Agents (ATTACKs-R) Under Acid Catalysis
  作者：Hikaru Fujita、Rina Yamashita、Takanori Fujii、Kohei Yamada、Masanori Kitamura、Munetaka Kunishima

  DOI：10.1002/ejoc.201900607

  日期：2019.7.23

  Diallyltriazinedione‐type alkylating agents (ATTACKs‐R) with various alkyl groups (R) have been developed for the acid‐catalyzed alkylation of alcohols. ATTACKs‐R were prepared through a palladium‐catalyzed O‐N allylic rearrangement of 2,4‐bis(allyloxy)‐6‐chloro‐1,3,5‐triazine followed by substitution of the chloro group with an alcohol.

  已开发出具有各种烷基（R）的二烯丙基三嗪二酮型烷基化剂（ATTACKs-R）用于醇的酸催化烷基化。ATTACKs-R是通过2,4-双（烯丙氧基）-6-氯-1,3,5-三嗪经钯催化的O - N烯丙基重排制备的，然后用醇取代氯。
• 4,4-DISUBSTITUTED PIPERIDINES
  申请人：Behnke Dirk

  公开号：US20110212950A1

  公开（公告）日：2011-09-01

  The application relates to 4,4-disubstituted piperidines of the general formula (I) and their salts, preferably their pharmaceutically acceptable salts, in which R 2 , has the meanings explained in the description, a process for their preparation and the use of these compounds as medicines, especially as renin inhibitors.

  该申请涉及一般式（I）的4,4-二取代哌啶及其盐，优选为其药学上可接受的盐，其中R2在说明中有所解释，以及它们的制备方法和这些化合物作为药物的用途，特别是作为肾素抑制剂。
• Stable Oxypyridinium Triflate (OPT) Salts for the Synthesis of Halobenzyl Ethers
  作者：Philip A. Albiniak、Shawn M. Amisial、Gregory B. Dudley、Joseph P. Hernandez、Sarah E. House、Margaret E. Matthews、Ernest O. Nwoye、Maureen K. Reilly、Sami F. Tlais

  DOI：10.1080/00397910701818362

  日期：2008.2.13

  A collection of new oxypyridinium triflate reagents (1a-d) for the synthesis of halobenzyl ethers from alcohols under "mix-and-heat" conditions is described. The reagents are stable organic salts that can be stored indefinitely and handled without special precautions, making them attractive for general use in organic synthesis. Halobenzylation of representative alcohols occurs in good to excellent yield.