Boc-L-<2-(2)H>alanine | 88181-11-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Boc-L-<2-(2)H>alanine
• 英文别名: t-Boc-L-alanine-2-d1；N-(tert-butoxycarbonyl)-L-alanine-d1；L-Alanine-2-D1-N-T-boc；(2S)-2-deuterio-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
• CAS: 88181-11-7
• 化学式: C₈H₁₅NO₄
• 分子量: 190.203
• InChiKey: QVHJQCGUWFKTSE-VXNMYXNSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(3S)-3-amino-1-pyrrolidinyl]-5-(trifluoromethyl)benzonitrile hydrochloride 、 Boc-L-<2-(2)H>alanine 在 三乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以79%的产率得到1,1-dimethylethyl [(1S)-2-({(3S)-1-[2-cyano-4-(trifluoromethyl)phenyl]-3-pyrrolidin-yl}amino)-1-methyl-2-oxoethyl]carbamate-d1
  参考文献：
  名称：

  [EN] CATHEPSIN C INHIBITORS
  [FR] INHIBITEURS DE CATHEPSINE C

  摘要：

  揭示了具有药理活性的式（I）的3-氨基吡咯烷，包含它们的药物组合物，以及用于治疗由cathepsin C酶介导的疾病（如慢性阻塞性肺病）的方法。

  公开号：

  WO2011025799A1
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 L-丙氨酸-2-d 在 三乙胺 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 Boc-L-<2-(2)H>alanine
  参考文献：
  名称：

  [EN] SYNTHESIS OF VINYLATED HYDROXY ESTERS WITH APPLICABILITY IN SIGNAL ENHANCED MAGNETIC RESONANCE IMAGING
  [FR] SYNTHÈSE D'HYDROXY ESTERS VINYLIQUES AYANT UNE APPLICABILITÉ DANS L'IMAGERIE PAR RÉSONANCE MAGNÉTIQUE À SIGNAL AMÉLIORÉ

  摘要：

  The present invention relates to a method for preparing a compound suitable for signal enhanced magnetic resonance imaging comprising the steps of vinylating a mono-, di- or tricarboxylic acid comprising a moiety -Q-Z with Q being O or N and Z being a protecting group by using vinyl acetate, cleaving Z, and if Z has not already been converted into an alcohol upon cleavage, converting Q into an alcohol either by using nitrite or by converting Q into bromine followed by hydrolysis yielding a vinyl hydroxy ester. The compounds used may be partly or fully deuterated. Furthermore, the present invention relates to a vinyl hydroxy ester as well as an intermediate of its synthesis, wherein the vinyl moiety of the vinyl hydroxy ester and of the intermediate is partly or fully deuterated.

  公开号：

  WO2022263620A1

文献信息

• Solution-phase Raman studies of alanyl dipeptides and various isotopomers: a reevaluation of the amide III vibrational assignment
  作者：M. Reza Oboodi、Carlos Alva、Max Diem

  DOI：10.1021/j150647a036

  日期：1984.2
• [EN] SYNTHESIS OF VINYLATED HYDROXY ESTERS WITH APPLICABILITY IN SIGNAL ENHANCED MAGNETIC RESONANCE IMAGING<br/>[FR] SYNTHÈSE D'HYDROXY ESTERS VINYLIQUES AYANT UNE APPLICABILITÉ DANS L'IMAGERIE PAR RÉSONANCE MAGNÉTIQUE À SIGNAL AMÉLIORÉ
  申请人：[en]MAX-PLANCK-GESELLSCHAFT ZUR FÖRDERUNG DER WISSENSCHAFTEN E. V.

  公开号：WO2022263620A1

  公开（公告）日：2022-12-22

  The present invention relates to a method for preparing a compound suitable for signal enhanced magnetic resonance imaging comprising the steps of vinylating a mono-, di- or tricarboxylic acid comprising a moiety -Q-Z with Q being O or N and Z being a protecting group by using vinyl acetate, cleaving Z, and if Z has not already been converted into an alcohol upon cleavage, converting Q into an alcohol either by using nitrite or by converting Q into bromine followed by hydrolysis yielding a vinyl hydroxy ester. The compounds used may be partly or fully deuterated. Furthermore, the present invention relates to a vinyl hydroxy ester as well as an intermediate of its synthesis, wherein the vinyl moiety of the vinyl hydroxy ester and of the intermediate is partly or fully deuterated.
• [EN] CATHEPSIN C INHIBITORS<br/>[FR] INHIBITEURS DE CATHEPSINE C
  申请人：GLAXO GROUP LTD

  公开号：WO2011025799A1

  公开（公告）日：2011-03-03

  Disclosed are 3-aminopyrrolidines of Formula (I) having pharmacological activity, pharmaceutical compositions containing them, and methods for the treatment of diseases mediated by the cathepsin C enzyme such as chronic obstructive pulmonary disease.

  揭示了具有药理活性的式（I）的3-氨基吡咯烷，包含它们的药物组合物，以及用于治疗由cathepsin C酶介导的疾病（如慢性阻塞性肺病）的方法。
• Synthesis of enantiopure α-deuteriated Boc-<scp>L</scp>-amino acids
  作者：Yiannis Elemes、Ulf Ragnarsson

  DOI：10.1039/p19960000537

  日期：——

  An alternative scheme for the synthesis of enantiopure alpha-deuteriated amino acids from a common intermediate is presented. Methyl bis(methylsulfanyl)methylene [2,2-H-2(2)] glycinate was prepared in a mixture of MeOD and D2O with a catalytic amount of Na2CO3 and attached to (2R)-bornane-10,2-sultam. Alkylation of the corresponding enolate provided intermediates which after careful purification were first deprotected on nitrogen and then cleaved from the auxiliary to give deuteriated alpha-amino acids of very high purity (> 99% ee and > 98% D). These were directly converted into the corresponding Boc-L-[2-H-2]-Ala, -Leu,-Phe and -(O-Bzl)Tyr derivatives, suitable for application in peptide synthesis, Boc-[2,2-H-2(2)]Gly was also prepared.