(S)-4-(4-methoxyphenyl)-[1,2,3]-oxathiazolidine 2,2-dioxide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-4-(4-methoxyphenyl)-[1,2,3]-oxathiazolidine 2,2-dioxide
• 英文别名: 4-(4-methoxyphenyl)-[1,2,3]oxathiazolidine 2,2-dioxide；(S)-4-(4-methoxyphenyl)-1,2,3-oxathiazolidine 2,2-dioxide；(4S)-4-(4-methoxyphenyl)oxathiazolidine 2,2-dioxide
• 化学式: C₉H₁₁NO₄S
• 分子量: 229.257
• InChiKey: WISHGIKTTOZYAJ-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  73
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  对甲氧基苯乙醇 在 chiral ruthenium porphyrine catalyst aluminum oxide 、 碘苯二乙酸 、 4 A molecular sieve 作用下， 以 苯 为溶剂， 反应 8.0h， 生成 (S)-4-(4-methoxyphenyl)-[1,2,3]-oxathiazolidine 2,2-dioxide
  参考文献：
  名称：

  钌卟啉催化的分子内CN键形成反应：氨基磺酸酯的酰胺化和不饱和磺酰胺的叠氮化

  摘要：

  钌卟啉[Ru（F 20 -TPP）（CO）]（F 20 -TPP = 5,10,15,20-四（五氟苯基）卟啉对二阴离子）和[Ru（Por *）（CO）]（Por * = 5,10,15,20-四[[1 S，4 R，5 R，8 S）-1,2,3,4,5,6,7,8-八氢-1,4：5,8- dimethanoanthracen -9-基]卟啉二价阴离子）催化的氨基磺酸酯的分子内酰胺化p -XC 6 ħ 4（CH 2）2 OSO 2 NH 2（X =氯，甲基，MEO），XC 6 H ^ 4（CH 2）3 OSO 2 NH 2（X = p -F，p -MeO，m -MeO）和Ar（CH 2）2 OSO 2 NH 2（Ar =萘-1-基，萘-2-基）与PhI（OAc）2一起制得相应的环状氨基磺酸盐，产率高达89％，底物转化率高达100％；在[Ru（Por *）（CO）]催化下的不对称分子内酰胺化反

  DOI：

  10.1021/jo0358877

文献信息

• Enantioselective Access to Chiral Cyclic Sulfamidates Through Iridium‐Catalyzed Asymmetric Hydrogenation
  作者：Yuanhua Liu、Yi Huang、Zhiyuan Yi、Gongyi Liu、Xiu‐Qin Dong、Xumu Zhang

  DOI：10.1002/adsc.201801566

  日期：2019.4

  The Iridium‐catalyzed asymmetric hydrogenation of cyclic sulfamidate imines was successfully developed with N‐methylated ZhaoPhos L2 as the ligand. A variety of chiral cyclic sulfamidates were obtained with excellent results (up to 99% yield, 99% ee). Furthermore, this asymmetric hydrogenation can be employed as the key reaction step to prepare the important intermediates in organic synthesis.

  以N-甲基化的ZhaoPhos L2为配体，成功开发了铱催化的环状氨基磺酸亚胺的不对称氢化反应。获得了多种手性环状氨基磺酸盐，具有优异的结果（产率高达99％，ee高达99％）。此外，该不对称氢化可以用作制备有机合成中重要中间体的关键反应步骤。
• Copper-Catalyzed Intramolecular C-H Amination
  作者：Dipti N. Barman、Kenneth M. Nicholas

  DOI：10.1002/ejoc.201001160

  日期：2011.2

  The amino-functionalization of tertiary, secondary and benzylic C–H bonds of tethered carbamates and sulfamates by iodosobenzene is catalyzed by CuI-diimine complexes in moderate to good yield. Employing homochiral imine-Cucatalysts affords oxazolidinones and oxathiazinanes with modest enantioselectivity.

  碘代苯对束缚氨基甲酸酯和氨基磺酸酯的叔、仲和苄基 C-H 键的氨基官能化由 CuI-二亚胺配合物催化，产率中等至良好。采用同手性亚胺-Cu 催化剂提供具有适度对映选择性的恶唑烷酮和氧噻嗪烷。
• Enantioselective Synthesis of Cyclic Sulfamidates by Using Chiral Rhodium-Catalyzed Asymmetric Transfer Hydrogenation
  作者：Soyeong Kang、Juae Han、Eun Sil Lee、Eun Bok Choi、Hyeon-Kyu Lee

  DOI：10.1021/ol1017905

  日期：2010.9.17

  Asymmetric transfer hydrogenation (ATH) of cyclic sulfamidate imines 4 and 9, using a HCO2H/Et3N mixture as the hydrogen source and well-defined chiral Rh catalysts (S,S)- or (R,R)-2, Cp*RhCl(TsDPEN), effectively produces the corresponding cyclic sulfamidates with excellent yields and enantioselectivities at room temperature within 0.5 h. ATH of 4,5-disubstituted imines 9, having preexisting stereogenic

  使用HCO 2 H / Et 3 N混合物作为氢源和定义明确的手性Rh催化剂（S，S）-或（R，R）-2，对环状氨基磺酸亚胺4和9进行不对称转移氢化（ATH）， Cp * RhCl（TsDPEN）可在室温下0.5h内以优异的收率和对映选择性有效生产相应的环状氨基磺酸酯。具有预先存在的立体生成中心的4，5-二取代的亚胺9的ATH显示以动态动力学拆分发生。
• Solid forms of 3-((1R,3R)-1-(2,6-difluoro-4-((1-(3- fluoropropyl)azetidin-3-yl)amino)phenyl)-3-methyl-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indol-2-yl)-2,2-difluoropropan-1-ol and processes for preparing fused tricyclic compounds comprising a substituted phenyl or pyridinyl moiety, including methods of their use
  申请人：Genentech, Inc.

  公开号：US10954234B2

  公开（公告）日：2021-03-23

  Provided herein are solid forms, salts, and formulations of 3-((1R,3R)-1-(2,6-difluoro-4-((1-(3-fluoropropyl)azetidin-3-yl)amino)phenyl)-3-methyl-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indol-2-yl)-2,2-difluoropropan-1-ol, processes and synthesis thereof, and methods of their use in the treatment of cancer.

  本文提供了3-((1R,3R)-1-(2,6-二氟-4-((1-(3-氟丙基)氮杂环丁烷-3-基)氨基)苯基)-3-甲基-1,3,4,9-四氢-2H-吡啶并[3,4-b]吲哚-2-基)-2,2-二氟丙烷-1-醇的固体形式、盐和制剂、其工艺和合成以及用于治疗癌症的方法。
• Intramolecular C−N Bond Formation Reactions Catalyzed by Ruthenium Porphyrins:  Amidation of Sulfamate Esters and Aziridination of Unsaturated Sulfonamides
  作者：Jiang-Lin Liang、Shi-Xue Yuan、Jie-Sheng Huang、Chi-Ming Che

  DOI：10.1021/jo0358877

  日期：2004.5.1

  dianion) catalyzed intramolecular amidation of sulfamate esters p-X-C6H4(CH2)2OSO2NH2 (X = Cl, Me, MeO), XC6H4(CH2)3OSO2NH2 (X = p-F, p-MeO, m-MeO), and Ar(CH2)2OSO2NH2 (Ar = naphthalen-1-yl, naphthalen-2-yl) with PhI(OAc)2 to afford the corresponding cyclic sulfamidates in up to 89% yield with up to 100% substrate conversion; up to 88% ee was attained in the asymmetric intramolecular amidation catalyzed

  钌卟啉[Ru（F 20 -TPP）（CO）]（F 20 -TPP = 5,10,15,20-四（五氟苯基）卟啉对二阴离子）和[Ru（Por *）（CO）]（Por * = 5,10,15,20-四[[1 S，4 R，5 R，8 S）-1,2,3,4,5,6,7,8-八氢-1,4：5,8- dimethanoanthracen -9-基]卟啉二价阴离子）催化的氨基磺酸酯的分子内酰胺化p -XC 6 ħ 4（CH 2）2 OSO 2 NH 2（X =氯，甲基，MEO），XC 6 H ^ 4（CH 2）3 OSO 2 NH 2（X = p -F，p -MeO，m -MeO）和Ar（CH 2）2 OSO 2 NH 2（Ar =萘-1-基，萘-2-基）与PhI（OAc）2一起制得相应的环状氨基磺酸盐，产率高达89％，底物转化率高达100％；在[Ru（Por *）（CO）]催化下的不对称分子内酰胺化反