| 1144506-16-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• CAS: 1144506-16-0
• 化学式: C₅H₈Cl₂NO₄S*Na
• 分子量: 272.085
• InChiKey: LGQNRHAARMFYKM-UHFFFAOYSA-M

反应信息

• 作为反应物：
  描述：

  生成 (+/-)-3-aminotetrahydrofuran-3-ylmethanesulfonic acid
  参考文献：
  名称：

  Stieglitz rearrangement of N,N-dichloro-β,β-disubstituted taurines under mild aqueous conditions

  摘要：

  New topical anti-infectives comprised of N,N-dichloro-beta,beta-disubstituted taurines [Tetrahedron Lett. 2008, 49, 2193; Biorg. Med. Chem. Lett. 2009, 19, 196] have been examined for structure-stability relationships (SSR) based upon various alkyl, heteroalkyl and cycloalkyl beta-substitutions. These substitutions affect order-of-magnitude changes in the aqueous stability of these N,N-dichloroamines which can undergo Stieglitz rearrangement of alkyl groups under extremely mild conditions (H(2)O, pH 4-7, 0-20 mM acetate or phosphate buffer, 20-40 degrees C). This process produces b-ketosulfonic acids which function as substrates for chlorination by the N-chlorotaurines which leads to their further degradation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.109
• 作为产物：
  描述：

  (+/-)-3-aminotetrahydrofuran-3-ylmethanesulfonic acid 在 盐酸 、 sodium hypochlorite 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  Stieglitz rearrangement of N,N-dichloro-β,β-disubstituted taurines under mild aqueous conditions

  摘要：

  New topical anti-infectives comprised of N,N-dichloro-beta,beta-disubstituted taurines [Tetrahedron Lett. 2008, 49, 2193; Biorg. Med. Chem. Lett. 2009, 19, 196] have been examined for structure-stability relationships (SSR) based upon various alkyl, heteroalkyl and cycloalkyl beta-substitutions. These substitutions affect order-of-magnitude changes in the aqueous stability of these N,N-dichloroamines which can undergo Stieglitz rearrangement of alkyl groups under extremely mild conditions (H(2)O, pH 4-7, 0-20 mM acetate or phosphate buffer, 20-40 degrees C). This process produces b-ketosulfonic acids which function as substrates for chlorination by the N-chlorotaurines which leads to their further degradation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.109