(S)-7-fluoro-3-methyl-3,4-dihydro-2H-benzo[b][1,4,5]oxathiazepine-1,1-dioxide | 1257313-92-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-7-fluoro-3-methyl-3,4-dihydro-2H-benzo[b][1,4,5]oxathiazepine-1,1-dioxide
• 英文别名: (3S)-7-fluoro-3-methyl-3,4-dihydro-2H-5,1lambda6,2-benzoxathiazepine 1,1-dioxide；(3S)-7-fluoro-3-methyl-3,4-dihydro-2H-5,1λ6,2-benzoxathiazepine 1,1-dioxide
• CAS: 1257313-92-0
• 化学式: C₉H₁₀FNO₃S
• 分子量: 231.248
• InChiKey: SGKOZADOCDJBEG-LURJTMIESA-N

反应信息

• 作为反应物：
  描述：

  (S)-7-fluoro-3-methyl-3,4-dihydro-2H-benzo[b][1,4,5]oxathiazepine-1,1-dioxide 在 caesium carbonate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.83h， 生成 (3S)-2,3-dimethyl-7-thiomorpholin-4-yl-3,4-dihydro-5,1lambda6,2-benzoxathiazepine 1,1-dioxide
  参考文献：
  名称：

  Synthesis of Amino-Benzothiaoxazepine-1,1-dioxides Utilizing a Microwave-Assisted, S_NAr Protocol

  摘要：

  The development of a microwave-assisted, intermolecular SNAr protocol for the synthesis of a 126-member benzothiaoxazepine-1,1-dioxide library is reported. Diversification of 12 benzothiaoxazepine-1,1-dioxides was achieved in rapid fashion utilizing a variety of 2 degrees amines; and amino alcohols to generate an 80-member library. A second 48-member library was subsequently generated via a two-step alkylation, intermolecular SNAr diversification protocol.

  DOI：

  10.1021/co200076j
• 作为产物：
  描述：

  2,4-difluoro-N-[(2S)-1-hydroxypropan-2-yl]benzenesulfonamide 在 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以76%的产率得到(S)-7-fluoro-3-methyl-3,4-dihydro-2H-benzo[b][1,4,5]oxathiazepine-1,1-dioxide
  参考文献：
  名称：

  通过微波辅助连续流动有机合成 (MACOS) 进行放大：溴-和氟-苯并稠合的 Sultams Benzthiaoxazep​​ine-1,1-dioxides 的多克合成

  摘要：

  顺其自然！使用连续流技术和微波辐射的组合，已经生产了 5-10 克数量的 benzthiaoxazep​​ine-1,1-dioxides 的 19 个成员集合（见方案）。通过调用横向扩展（而不是纵向扩展）的概念来消除中大规模工艺优化，从而显着减少了制备这些化合物所需的时间。

  DOI：

  10.1002/chem.201001651

文献信息

• Scaling Out by Microwave-Assisted, Continuous Flow Organic Synthesis (MACOS): Multi-Gram Synthesis of Bromo- and Fluoro-benzofused Sultams Benzthiaoxazepine-1,1-dioxides
  作者：Farman Ullah、Thiwanka Samarakoon、Alan Rolfe、Ryan D. Kurtz、Paul R. Hanson、Michael G. Organ

  DOI：10.1002/chem.201001651

  日期：——

  Go with the flow! Using a combination of continuous‐flow techniques and microwave irradiation, a 19‐member collection of 5–10 gram quantities of benzthiaoxazepine‐1,1‐dioxides has been produced (see scheme). The elimination of intermediate‐ and large‐scale process optimization by invoking the concept of scale‐out (rather than scale up) has significantly reduced the time necessary to prepare these compounds

  顺其自然！使用连续流技术和微波辐射的组合，已经生产了 5-10 克数量的 benzthiaoxazep​​ine-1,1-dioxides 的 19 个成员集合（见方案）。通过调用横向扩展（而不是纵向扩展）的概念来消除中大规模工艺优化，从而显着减少了制备这些化合物所需的时间。
• Synthesis of Amino-Benzothiaoxazepine-1,1-dioxides Utilizing a Microwave-Assisted, S_NAr Protocol
  作者：Alan Rolfe、Farman Ullah、Thiwanka B. Samarakoon、Ryan D. Kurtz、Patrick Porubsky、Benjamin Neuenswander、Gerald H. Lushington、Conrad Santini、Michael G. Organ、Paul R. Hanson

  DOI：10.1021/co200076j

  日期：2011.11.14

  The development of a microwave-assisted, intermolecular SNAr protocol for the synthesis of a 126-member benzothiaoxazepine-1,1-dioxide library is reported. Diversification of 12 benzothiaoxazepine-1,1-dioxides was achieved in rapid fashion utilizing a variety of 2 degrees amines; and amino alcohols to generate an 80-member library. A second 48-member library was subsequently generated via a two-step alkylation, intermolecular SNAr diversification protocol.
• Application of Silica-Supported Alkylating Reagents in a One-Pot, Sequential Protocol to Diverse Benzoxathiazepine 1,1-Dioxides
  作者：Saqib Faisal、Pradip K. Maity、Qin Zang、Thiwanka B. Samarakoon、Robert L. Sourk、Paul R. Hanson

  DOI：10.1021/acscombsci.6b00041

  日期：2016.7.11

  Applications of silica-ROMP reagents in a one-pot, sequential protocol have been developed for the synthesis of a variety of diverse benzoxathiazepine 1,1-dioxides. This protocol includes sulfonylation, intramolecular SNAr, alkylation with silica supported oligomeric benzyl (Si-OBPn) and triazole (Si-OTPn) phosphates, and intermolecular SNAr addition with a number of secondary amines in one-pot to afford a variety of unique benzoxathiazepine 1,1-dioxides sultams in good to excellent yields.