5,6-Dihydro-4H-thieno<2,3-b>thiopyran-4-one 7,7-Dioxide | 131352-47-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,6-Dihydro-4H-thieno<2,3-b>thiopyran-4-one 7,7-Dioxide
• 英文别名: 5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one-7,7-dioxide；5,6-dihydro-7,7-dioxo-4H-thieno[2,3-b]-thiopyran-4-one；7,7-Dioxo-5,6-dihydrothieno[2,3-b]thiopyran-4-one
• CAS: 131352-47-1
• 化学式: C₇H₆O₃S₂
• 分子量: 202.255
• InChiKey: QFQIXUPQDKOJMH-UHFFFAOYSA-N

物化性质

• 熔点：
  121-121.5 °C(Solv: methanol (67-56-1))
• 沸点：
  458.1±45.0 °C(Predicted)
• 密度：
  1.570±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  87.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,6-Dihydro-4H-thieno<2,3-b>thiopyran-4-one 7,7-Dioxide 在 甲酸 、 (S)-RuCl<(1R,2R)-p-TsNCH(C6H5)CH(C6H5)NH2>(η⁶-mesitylene) 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 65.0h， 生成 (R)-(+)-5,6-Dihydro-4H-thieno<2,3-b>thiopyran-4-ol 7,7-Dioxide
  参考文献：
  名称：

  Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation of Ketones Using a Formic Acid−Triethylamine Mixture

  摘要：

  DOI：

  10.1021/ja954126l
• 作为产物：
  描述：

  5,6-二氢-4H-噻吩并[2,3-b]噻喃-4-酮 在 sodium tungstate 、 双氧水 作用下， 以 水 、 乙酸乙酯 、 甲苯 为溶剂， 生成 5,6-Dihydro-4H-thieno<2,3-b>thiopyran-4-one 7,7-Dioxide
  参考文献：
  名称：

  An asymmetric synthesis of MK-0417. Observations on oxazaborolidine-catalyzed reductions

  摘要：

  Enantiomerically pure MK-0417 has been prepared in nine steps from thiophene. The key reactions in the sequence were an oxazaborolidine-catalyzed borane reduction followed by a tosylation/amine displacement. The borane reduction was studied in detail, and observations regarding substituents on the oxazaborolidine catalyst and the intricacies of the reaction are reported, as well as a mild method for recovering the enantiomerically pure amino alcohol derived from the catalyst.

  DOI：

  10.1021/jo00002a050

文献信息

• Enantioselective Reduction of Ketones and Imines Catalyzed by (CN-Box)ReV-Oxo Complexes
  作者：Kristine A. Nolin、Richard W. Ahn、Yusuke Kobayashi、Joshua J. Kennedy-Smith、F. Dean Toste

  DOI：10.1002/chem.201001164

  日期：2010.8.16

  application of chiral, non‐racemic ReV–oxo complexes to the enantioselective reduction of prochiral ketones is described. In addition to the enantioselective reduction of prochiral ketones, we report the application of these complexes to 1) a tandem Meyer–Schuster rearrangement/reduction to access enantioenriched allylic alcohols and 2) the enantioselective reduction of imines.

  描述了手性非外消旋 Re V - oxo 配合物在前手性酮的对映选择性还原中的开发和应用。除了前手性酮的对映选择性还原外，我们还报告了这些复合物在以下方面的应用：1）串联 Meyer-Schuster 重排/还原以获取对映体富集的烯丙醇和 2）亚胺的对映选择性还原。
• Homogeneous asymmetric hydrogenation catalyst
  申请人：Shimizu Hideo

  公开号：US20090203927A1

  公开（公告）日：2009-08-13

  Provide that a useful catalyst for homogeneous hydrogenation, particularly a catalyst for homogeneous asymmetric hydrogenation for hydrogenation, particularly asymmetric hydrogenation, which is obtainable with comparative ease and is excellent in economically and workability, and a process for producing a hydrogenated compound of an unsaturated compound, particularly an optically active compound using said catalyst with a high yield and optical purity.

  提供一种用于均相氢化的有用催化剂，特别是用于均相不对称氢化的催化剂，特别是不对称氢化的催化剂，该催化剂易于获得，在经济性和可操作性方面表现出色，以及一种使用该催化剂产生不饱和化合物的氢化物的方法，特别是使用高产率和光学纯度的该催化剂产生手性活性化合物。
• Optically active transition metal-diamine compound and process for producing optically active alcohol with the same
  申请人：Amano Akira

  公开号：US20070149831A1

  公开（公告）日：2007-06-28

  The present invention provides a water-soluble transition metal-diamine complex which can be easily separated from reaction products through liquid separation, etc. and is recycleable; an optically active diamine compound constituting the ligand of the complex; and a catalyst for asymmetric synthesis which comprises these. The present invention relates to a water-soluble optically active transition metal-diamine complex represented by the formula (2): [wherein R 1 and R 2 each represents hydrogen, a hydrocarbon group, —SO 2 R 13 (wherein R 13 is a hydrocarbon group, substituted amino, etc.), etc.; R 3 to R 12 each represents hydrogen, a hydrocarbon group, alkoxy, substituted amino, etc.; M represents a transition metal; X represents halogen; L represents a ligand; and * indicates an asymmetric carbon atom; provided that at least one of R 3 to R 7 and R 8 to R 12 is substituted amino], a catalyst for asymmetric synthesis containing the complex, and a process for producing an optically active alcohol, which comprises using the catalyst to asymmetrically reduce a ketone.

  本发明提供了一种水溶性过渡金属二胺络合物，可以通过液体分离等方式轻松地与反应产物分离，并且可回收利用；构成络合物配体的手性二胺化合物；以及包括这些化合物的不对称合成催化剂。本发明涉及一种由式（2）表示的水溶性手性过渡金属二胺络合物：[其中R1和R2分别表示氢、烃基、—SO2R13（其中R13是烃基、取代氨基等）、等；R3到R12分别表示氢、烃基、烷氧基、取代氨基等；M表示过渡金属；X表示卤素；L表示配体；*表示手性碳原子；但至少一个R3到R7和R8到R12是取代氨基]，包含该络合物的不对称合成催化剂，以及使用该催化剂将酮不对称还原生产手性醇的方法。
• Substituted optically active disphosphine compound
  申请人：Fujiwara Takahiro

  公开号：US20070073065A1

  公开（公告）日：2007-03-29

  Provided is a method for producing an optically active compound, in more detail, for producing an optically active compound by asymmetric hydrogenation in a high yield and asymmetric yield. The present invention also provides a catalyst for asymmetric synthesis for the above production method, especially a catalyst for asymmetric hydrogenation, containing a transition metal complex. Further, the present invention provides a new diphosphine compound useful as a ligand of the above transition metal complex and a new transition metal complex containing the above diphosphine compound. The present invention relates to a diphosphine compound represented by the following formula (1): a transition metal complex using the compound, a catalyst for asymmetric synthesis comprising the above transition metal complex and a method for producing an optically active compound using the above catalyst for asymmetric synthesis.

  提供了一种制备光学活性化合物的方法，更详细地说，是通过高收率和不对称收率的不对称氢化来制备光学活性化合物。本发明还提供了一种用于上述生产方法的不对称合成催化剂，特别是一种包含过渡金属配合物的不对称氢化催化剂。此外，本发明还提供了一种新的二膦化合物，可用作上述过渡金属配合物的配体，以及一种含有上述二膦化合物的新过渡金属配合物。本发明涉及以下式（1）所表示的二膦化合物，使用该化合物的过渡金属配合物，包括上述过渡金属配合物的不对称合成催化剂以及使用上述不对称合成催化剂制备光学活性化合物的方法。
• 4-alkylamino-6-(C3-5-hydrocarbyl)thieno [2,3-B] thiopyran-2-sulfonamide-7,7-dioxides
  申请人：MERCK & CO. INC.

  公开号：EP0457586A1

  公开（公告）日：1991-11-21

  4-Alkylamino-6-(C₃₋₅-hydrocarbyl)thieno[2,3-b ]thiopyran-2-sulfonamide-7,7-dioxides wherein the 4-alkylamino group is an ethylamino or propylamino are powerful carbonic anhydrase inhibitors useful in the treatment of ocular hypertension and glaucoma associated therewith.

  4-烷基氨基-6-(C₃₋₅-烃基)噻吩[2,3-b]噻吩吡喃-2-磺酰胺-7,7-二氧化物，其中4-烷基氨基基团为乙基氨基或丙基氨基，是治疗眼压和与之相关的青光眼的有用碳酸酐酶抑制剂。

表征谱图