4-pivaloylbenzenesulfonyl chloride

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-pivaloylbenzenesulfonyl chloride
• 英文别名: 4-(2,2-Dimethylpropanoyl)benzene-1-sulfonyl chloride；4-(2,2-dimethylpropanoyl)benzenesulfonyl chloride
• 化学式: C₁₁H₁₃ClO₃S
• mdl: MFCD22056460
• 分子量: 260.741
• InChiKey: GERAQQCBZHYOHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  59.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  羟乙酸甲酯 、 4-pivaloylbenzenesulfonyl chloride 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以84%的产率得到4-((2-methoxy-2-oxoethoxy)sulfonyl)phenyl pivalate
  参考文献：
  名称：

  [EN] NON-CHROMATOGRAPHIC PURIFICATION OF MACROCYCLIC PEPTIDES BY A RESIN CATCH AND RELEASE
  [FR] PURIFICATION NON CHROMATOGRAPHIQUE DE PEPTIDES MACROCYCLIQUES PAR CAPTURE ET LIBÉRATION DE RÉSINE

  摘要：

  该披露涉及化合物和方法，用于利用“捕获-释放”方法制备纯化的大环肽。这些方法包括将树脂结合线性肽的游离氨基团与偶氮基或炔基功能化帽反应，形成具有偶氮基或炔基功能化帽的树脂结合帽化线性肽；从树脂中裂解所述帽化线性肽，形成具有偶氮基或炔基功能化帽的自由帽化线性肽；将具有偶氮基功能化帽的自由帽化线性肽与炔基功能化捕获树脂反应，或将具有炔基功能化帽的自由帽化线性肽与偶氮基功能化捕获树脂反应，形成捕获树脂结合帽化线性肽；在足以使线性肽大环化并从捕获树脂中释放大环肽的条件下，反应捕获树脂结合帽化线性肽。

  公开号：

  WO2018227053A1
• 作为产物：
  描述：

  Sodium 4-pivaloylbenzenesulfonate 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 以26.46 g的产率得到4-pivaloylbenzenesulfonyl chloride
  参考文献：
  名称：

  [EN] NON-CHROMATOGRAPHIC PURIFICATION OF MACROCYCLIC PEPTIDES BY A RESIN CATCH AND RELEASE
  [FR] PURIFICATION NON CHROMATOGRAPHIQUE DE PEPTIDES MACROCYCLIQUES PAR CAPTURE ET LIBÉRATION DE RÉSINE

  摘要：

  该披露涉及化合物和方法，用于利用“捕获-释放”方法制备纯化的大环肽。这些方法包括将树脂结合线性肽的游离氨基团与偶氮基或炔基功能化帽反应，形成具有偶氮基或炔基功能化帽的树脂结合帽化线性肽；从树脂中裂解所述帽化线性肽，形成具有偶氮基或炔基功能化帽的自由帽化线性肽；将具有偶氮基功能化帽的自由帽化线性肽与炔基功能化捕获树脂反应，或将具有炔基功能化帽的自由帽化线性肽与偶氮基功能化捕获树脂反应，形成捕获树脂结合帽化线性肽；在足以使线性肽大环化并从捕获树脂中释放大环肽的条件下，反应捕获树脂结合帽化线性肽。

  公开号：

  WO2018227053A1

文献信息

• Non-chromatographic purification of macrocyclic peptides by a resin catch and release
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US11479581B2

  公开（公告）日：2022-10-25

  The disclosure is directed to compounds and methods for preparing purified macrocyclic peptide using “catch-release” methods. These methods comprise reacting a free amino group of a resin-bound linear peptide with an azide- or alkyne-functionalized cap to form a resin-bound capped linear peptide having an azide- or alkyne-functionalized cap; cleaving the capped linear peptide from the resin to form a free capped linear peptide having an azide- or alkyne-functionalized cap; reacting the free capped linear peptide having an azide-functionalized cap with an alkyne-functionalized catch resin, or reacting the free capped linear peptide having an akynyl-functionalized cap with an azide functionalized catch resin, to form a catch-resin bound capped linear peptide; reacting the catch-resin bound capped linear peptide under conditions sufficient to effect macrocyclization of the linear peptide and release of the macrocyclic peptide from the catch resin.

  本公开涉及使用 "捕获-释放 "方法制备纯化大环肽的化合物和方法。这些方法包括：使树脂结合的线性肽的游离氨基与叠氮或烷基官能化帽反应，形成具有叠氮或烷基官能化帽的树脂结合封帽线性肽；将封帽线性肽从树脂中裂解，形成具有叠氮或烷基官能化帽的游离封帽线性肽；将具有叠氮官能化帽的游离封端线性肽与炔官能化捕捉树脂反应，或将具有炔官能化帽的游离封端线性肽与叠氮官能化捕捉树脂反应，形成捕捉树脂结合的封端线性肽；在足以使线性肽大环化和大环肽从捕捉树脂中释放的条件下，反应捕捉树脂结合的封端线性肽。
• NON-CHROMATOGRAPHIC PURIFICATION OF MACROCYCLIC PEPTIDES BY A RESIN CATCH AND RELEASE
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20210079046A1

  公开（公告）日：2021-03-18

  The disclosure is directed to compounds and methods for preparing purified macrocyclic peptide using “catch-release” methods. These methods comprise reacting a free amino group of a resin-bound linear peptide with an azide- or alkyne-functionalized cap to form a resin-bound capped linear peptide having an azide- or alkyne-functionalized cap; cleaving said capped linear peptide from the resin to form a free capped linear peptide having an azide- or alkyne-functionalized cap; reacting the free capped linear peptide having an azide-functionalized cap with an alkyne-functionalized catch resin, or reacting the free capped linear peptide having an akynyl-functionalized cap with an azide functionalized catch resin, to form a catch-resin bound capped linear peptide; reacting the catch-resin bound capped linear peptide under conditions sufficient to effect macrocyclization of the linear peptide and release of the macrocyclic peptide from the catch resin.
• [EN] NON-CHROMATOGRAPHIC PURIFICATION OF MACROCYCLIC PEPTIDES BY A RESIN CATCH AND RELEASE<br/>[FR] PURIFICATION NON CHROMATOGRAPHIQUE DE PEPTIDES MACROCYCLIQUES PAR CAPTURE ET LIBÉRATION DE RÉSINE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2018227053A1

  公开（公告）日：2018-12-13

  The disclosure is directed to compounds and methods for preparing purified macrocyclic peptide using "catch-release" methods. These methods comprise reacting a free amino group of a resin-bound linear peptide with an azide- or alkyne-functionalized cap to form a resin-bound capped linear peptide having an azide- or alkyne-functionalized cap; cleaving said capped linear peptide from the resin to form a free capped linear peptide having an azide- or alkyne-functionalized cap; reacting the free capped linear peptide having an azide-functionalized cap with an alkyne-functionalized catch resin, or reacting the free capped linear peptide having an akynyl-functionalized cap with an azide functionalized catch resin, to form a catch-resin bound capped linear peptide; reacting the catch-resin bound capped linear peptide under conditions sufficient to effect macrocyclization of the linear peptide and release of the macrocyclic peptide from the catch resin.

  该披露涉及化合物和方法，用于利用“捕获-释放”方法制备纯化的大环肽。这些方法包括将树脂结合线性肽的游离氨基团与偶氮基或炔基功能化帽反应，形成具有偶氮基或炔基功能化帽的树脂结合帽化线性肽；从树脂中裂解所述帽化线性肽，形成具有偶氮基或炔基功能化帽的自由帽化线性肽；将具有偶氮基功能化帽的自由帽化线性肽与炔基功能化捕获树脂反应，或将具有炔基功能化帽的自由帽化线性肽与偶氮基功能化捕获树脂反应，形成捕获树脂结合帽化线性肽；在足以使线性肽大环化并从捕获树脂中释放大环肽的条件下，反应捕获树脂结合帽化线性肽。