(S)-N-Benzylpiperidine-2-methanol | 254893-39-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (S)-N-Benzylpiperidine-2-methanol
• 英文别名: (-)-[(2S)-1-benzylpiperidine-2-yl]methanol；(2S)-1-benzyl-2-(hydroxymethyl)piperidine；(S)-(1-benzylpiperidin-2-yl)methanol；[(2S)-1-benzylpiperidin-2-yl]methanol
• CAS: 254893-39-5
• 化学式: C₁₃H₁₉NO
• 分子量: 205.3
• InChiKey: KHPWHJVKPZIZRG-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-N-Benzylpiperidine-2-methanol 在 10 wt% Pd(OH)2 on carbon 、 氢气 、 1-丙基磷酸酐 、 diisopropyl (E)-azodicarboxylate 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 120.0h， 生成 1-[(2S)-2-[[4-(3-phenyl-1H-pyrrolo[3,2-b]pyridin-2-yl)pyridin-3-yl]oxymethyl]piperidin-1-yl]prop-2-en-1-one
  参考文献：
  名称：

  [EN] 1H-PYRROLO[3,2-B]PYRIDINE DERIVATIVES AS IRREVERSIBLE INHIBITORS OF MUTANT EGFR FOR THE TREATMENT OF CANCER
  [FR] DÉRIVÉS DE 1H-PYRROLO[3,2-B]PYRIDINE EN TANT QU'INHIBITEURS IRRÉVERSIBLES DE MUTANT EGFR POUR LE TRAITEMENT DU CANCER

  摘要：

  The present invention relates to 1H-pyrrolo[3,2-b]pyridine derivatives of formula (I) as irreversible inhibitors of mutant EGFR for the treatment of cancer. An exemplary compound is e.g. N-[2-({4-[3-(4-fluorophenyl)-1H-pyrrolo[3,2-b]pyridin-2-yl]pyridin-3-yl}oxy)ethyl]prop-2-enamide (example 1). Pharmacological data of exemplary compounds is provided (AA).

  公开号：

  WO2024028316A1
• 作为产物：
  描述：

  2-哌啶甲醇 在 甲烷磺酸 、 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 26.5h， 生成 (S)-N-Benzylpiperidine-2-methanol
  参考文献：
  名称：

  Diastereoselective Lithiation and Substitution of (S)-N-Benzylprolinol and rac-N-Benzylpiperidine-2-methanol via the Carbamate Esters: Kinetic Resolution by Means of (-)-Sparteine-Mediated Deprotonation

  摘要：

  DOI：

  10.1055/s-1999-3612

文献信息

• Benzhydryl derivatives
  申请人：——

  公开号：US20030176430A1

  公开（公告）日：2003-09-18

  A compound of the formula (I): in which Z, R 1 , R 2 , R 8 , R 10 , R 11 , R 12 , R 13 and R 14 are each as defined in the description, or a salt thereof. The object compound of the present invention has pharmacological activities such as Tachykinin antagonism, and is useful for manufacture of a medicament for treating or preventing Tachykinin-mediated diseases.

  公式（I）的化合物：其中Z、R1、R2、R8、R10、R11、R12、R13和R14如描述中所定义，或其盐。本发明的目标化合物具有如Tachykinin拮抗等药理活性，并可用于制备用于治疗或预防Tachykinin介导疾病的药物。
• 1-(2-Methoxybenzyl)-3-benzhydrylpiperazines as tachykinin anatgonists
  申请人：——

  公开号：US20040220403A1

  公开（公告）日：2004-11-04

  A compound of the formula (I): wherein in which R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and R 11 are each as defined in the description, or a salt thereof. The object compound of the present invention has pharmacological activities such as Tachykinin antagonism and is useful for manufacture of a medicament for treating or preventing Tachykinin-mediated diseases. 1 2

  公式（I）的化合物：其中R1，R2，R3，R4，R5，R6，R7，R8，R9，R10和R11分别如描述中所定义，或其盐。本发明的目标化合物具有Tachykinin拮抗等药理活性，并可用于制备治疗或预防Tachykinin介导疾病的药物。
• Diastereoselective alkylation of α-amino-substituted benzyllithiums
  作者：Ugo Azzena、Luciano Pilo、Elisabetta Piras

  DOI：10.1016/s0040-4039(00)01898-0

  日期：2001.1

  Abstract Reductive lithiation of a distereoisomeric mixture of bicyclic oxazolidines followed by reaction with alkyl halides afforded aminoalcohols in a highly syn -selective fashion. Reductive lithiation occurs with racemization at the benzylic carbon atom; the observed diastereoselectivities are rationalized in terms of a pair of rapidly equilibrating diastereoisomeric organolithium intermediates

  摘要 对双环恶唑烷的非对映异构体混合物进行还原锂化，然后与卤代烷反应，以高度顺式选择性的方式提供氨基醇。还原性锂化发生在苄基碳原子的外消旋化；观察到的非对映选择性根据一对快速平衡的非对映异构有机锂中间体合理化，其中一个在适当的反应条件下优先反应。
• Straightforward synthesis of [(2S,4R)-1-cyclohexyl-4-methylpiperidin-2-yl]methanol and [(2S,4R)-1-cyclohexyl-4-methylpiperidin-2-yl](diphenyl)methanol: novel chiral ligands for the catalytic addition of diethylzinc to benzaldehyde to give rise to an extensive turn in the sense of asymmetric induction
  作者：Carlos Alvarez-Ibarra、Juan F. Collados Luján、María L. Quiroga-Feijóo

  DOI：10.1016/j.tetasy.2010.07.035

  日期：2010.10

  Enantiopure [(2S,4R)-1-cyclohexyl-4-methylpiperidin-2-yl]methanol 5a and [(25,4R)-1-cyclohexyl-4-methylpiperidin-2-yl]-(diphenyl)methanol 5b, new beta-amino alcohols based on L-pipecolinic acid (homoproline), have been prepared straightforwardly from rac-alaninol and rac-2-amino-1,1-diphenylpropan-1-ol, respectively. The described route constitutes as a model procedure for the preparation of other related C(4) or/and C(3)-substituted 2-piperidinylmethanols.The new chiral ligands have shown a singular behaviour on the stereocontrol of the benchmark reaction of benzaldehyde and diethylzinc compared with other C(4)-unsubstituted analogues prepared by ourselves from L-pipecolinic acid (compounds 5c, 5d, 5e and 5f). The catalytic activity, the sense of asymmetric induction and the degree of the enantioselectivity depend on the appropriate combination of the substituents on the structural scaffold, but also on the metal-alkoxide involved in the catalysis (zinc or lithium alkoxides). The enantioselective addition of diethylzinc to benzaldehyde mediated by ligands 5a and 5c has been studied with OFT methods. The theoretical evaluation was performed in connection with a working hypothesis based on the different loadings of cis- and trans-catalysts in the reaction medium. (C) 2010 Elsevier Ltd. All rights reserved.
• THE PREPARATION OF N-SUBSTITUTED-HYDROXYCYCLOALKYLAMINE DERIVATIVES
  申请人：Samsung Fine Chemicals Co., Ltd.

  公开号：EP1114027A1

  公开（公告）日：2001-07-11