(S)-2-methyl-N-((R)-1-(pyridin-2-yl)ethyl) propane-2-sulfinamide | 1451069-28-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (S)-2-methyl-N-((R)-1-(pyridin-2-yl)ethyl) propane-2-sulfinamide
• 英文别名: (S)-2-methyl-N-[(1R)-1-pyridin-2-ylethyl]propane-2-sulfinamide
• CAS: 1451069-28-5
• 化学式: C₁₁H₁₈N₂OS
• 分子量: 226.343
• InChiKey: XZSYGIIHHQUBMF-PSLIRLAXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  61.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-2-methyl-N-((R)-1-(pyridin-2-yl)ethyl) propane-2-sulfinamide 在 盐酸 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 7-((R)-1-(pyridin-2-yl)ethyl)-3-thia-7-azabicyclo[3.3.1]nonan-9-one
  参考文献：
  名称：

  基于双吡啶的 S,N-手性配体用于钯催化环状 N-磺酰酮亚胺的不对称芳基化

  摘要：

  设计了一种简单且稳定的新型双吡啶基S , N-手性配体，与Pd络合，有效促进芳基硼酸与环状N-磺酰酮亚胺的不对称加成。配体和配体/PdCl 2催化剂的结构测定以及DFT计算阐明了对映选择性的起源以及配体上的烷基显着影响立体选择性的原因。

  DOI：

  10.1002/ejoc.202400008
• 作为产物：
  描述：

  (S)-2-methyl-N-(1-pyridin-2-ylethylidene)propane-2-sulfinamide 在 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-2-methyl-N-((R)-1-(pyridin-2-yl)ethyl) propane-2-sulfinamide
  参考文献：
  名称：

  基于双吡啶的 S,N-手性配体用于钯催化环状 N-磺酰酮亚胺的不对称芳基化

  摘要：

  设计了一种简单且稳定的新型双吡啶基S , N-手性配体，与Pd络合，有效促进芳基硼酸与环状N-磺酰酮亚胺的不对称加成。配体和配体/PdCl 2催化剂的结构测定以及DFT计算阐明了对映选择性的起源以及配体上的烷基显着影响立体选择性的原因。

  DOI：

  10.1002/ejoc.202400008

文献信息

• HETEROCYCLIC COMPOUNDS AS ADENOSINE ANTAGONISTS
  申请人：NUVATION BIO INC.

  公开号：US20200231570A1

  公开（公告）日：2020-07-23

  Aminopyrazine compounds as modulators of an adenosine receptor are provided. The compounds may find use as therapeutic agents for the treatment of diseases mediated through a G-protein-coupled receptor signaling pathway and may find particular use in oncology.

  提供了氨基吡嗪化合物作为腺苷受体的调节剂。这些化合物可能作为治疗经由G蛋白偶联受体信号通路介导的疾病的治疗剂，并且可能在肿瘤学中发挥特定作用。
• Asymmetric Reduction of<i>tert</i>-Butanesulfinyl Ketimines by N-Heterocyclic Carbene Boranes
  作者：Tao Liu、Ling-yan Chen、Zhihua Sun

  DOI：10.1021/acs.joc.5b02084

  日期：2015.11.20

  N-heterocyclic carbene borane (NHC-borane) based on a triazole core is demonstrated for the first time to be efficient for reduction of a variety of tert-butanesulfinyl ketimines. Up to 95% yield and up to >99% diastereomeric excess were achieved. NHC-borane exhibited excellent activities that are more efficient than or comparable to commonly used reductive reagents such as NaBH4, NaBH3CN, l-selectride

  首次证明了基于三唑核的N-杂环卡宾硼烷（NHC-硼烷）可有效还原多种叔丁烷亚磺酰基酮亚胺。获得了高达95％的产率和高达> 99％的非对映异构体过量。NHC-硼烷表现出优异的活性，与常用的还原剂（如NaBH 4，NaBH 3 CN，1- selectride，Ru催化剂或BH 3 -THF）相比，具有更高的效率或与之相当。
• 2-Pyridylsulfinamides as effective catalysts in the asymmetric alkylation of aldehydes with diethylzinc
  作者：Kavirayani R. Prasad、Omkar Revu

  DOI：10.1016/j.tet.2013.07.061

  日期：2013.9

  Chiral 2-pyridylsulfinamides were shown to be effective catalysts in the alkylation of aryl and alkyl aldehydes with diethylzinc providing the corresponding alcohols in excellent enantioselectivity. Sulfinamide catalysts possessing solitary chirality at the sulfur center produced the product phenethyl alcohol in good enantioselectivity. Diastereomeric sulfinamides possessing chirality at the carbon-bearing nitrogen and at the sulfur of the sulfinamide increased the enantioselectivity of the product alcohols up to >99%. However, there is no effect of the match-mismatch pair of sulfinamide diastereomers on the outcome of the chiral induction of the product phenethyl alcohols. It was conclusively proved that chirality at the sulfur center is mandatory for obtaining good enantioselectivity in the reaction. (C) 2013 Elsevier Ltd. All rights reserved.
• [EN] HETEROCYCLIC COMPOUNDS AS ADENOSINE ANTAGONISTS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES EN TANT QU'ANTAGONISTES DE L'ADÉNOSINE
  申请人：NUVATION BIO INC

  公开号：WO2020150674A1

  公开（公告）日：2020-07-23

  Aminopyrazine compounds as modulators of an adenosine receptor are provided. The compounds may find use as therapeutic agents for the treatment of diseases mediated through a G-protein-coupled receptor signaling pathway and may find particular use in oncology.