N-[(S,S)-1-hydroxy-2-(6-fluoro-chroman-4-one-2-yl)]-N-[(S,R)-1-hydroxy-2-(6-fiuoro-chroman-4-one-2-yl)]-amine | 797054-49-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: N-[(S,S)-1-hydroxy-2-(6-fluoro-chroman-4-one-2-yl)]-N-[(S,R)-1-hydroxy-2-(6-fiuoro-chroman-4-one-2-yl)]-amine
• 英文别名: (2R)-6-fluoro-2-[(1S)-2-[[(2S)-2-[(2S)-6-fluoro-4-hydroxy-3,4-dihydro-2H-chromen-2-yl]-2-hydroxyethyl]amino]-1-hydroxyethyl]-3,4-dihydro-2H-chromen-4-ol
• CAS: 797054-49-0
• 化学式: C₂₂H₂₅F₂NO₆
• 分子量: 437.44
• InChiKey: XGWXKHIGCYTXKT-UGUHTTQBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  111
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N-[(S,S)-1-hydroxy-2-(6-fluoro-chroman-4-one-2-yl)]-N-[(R,S)-1-hydroxy-2-(6-fiuoro-chroman-4-one-2-yl)]-amine 在 palladium 10% on activated carbon 氢气 作用下， 以 溶剂黄146 为溶剂， 30.0 ℃ 、250.0 kPa 条件下， 反应 20.0h， 以69%的产率得到N-[(S,S)-1-hydroxy-2-(6-fluoro-chroman-4-one-2-yl)]-N-[(S,R)-1-hydroxy-2-(6-fiuoro-chroman-4-one-2-yl)]-amine
  参考文献：
  名称：

  [EN] NEW PROCESS FOR THE PREPARATION OF RACEMIC ([2S[2R*[R[R*]]]] and ([2R[2S*[S[S*]]]]-(±)- alpha,alpha' -[imino-bis(methylene)]bis[6-fluoro­chroman-2-methanol] AND ITS PURE [2S[2R*[R[R*]&
  [FR] NOUVEAU PROCEDE DE PREPARATION DE ([2S[2R*[R[R*]]]] ET ([2R[2S*[S[S*]]]]-(+/-)- 20040521US4654362AVAN LOMMEN GUY R E [BE], et al198703311528DA1DAJ. HENDRICKX ET AL.: "LOCATION OF THE OH FUNCTIONS IN HYDROXYLATED METABOLITES OF NEBIVOLOL", JOURNAL OF CHROMATOGRAPHY A, vol. 729, no. 1+2, 1996, GB, pages 341 - 354, XP002270638J. HENDRICKX ET AL.LOCATION OF THE OH FUNCTIONS IN HYDROXYLATED METABOLITES OF NEBIVOLOLJOURNAL OF CHROMATOGRAPHY AGB19967291+2341354353VA1,54,55A

  摘要：

  用于制备化合物（I）的混合对映体（[2S[2R*[R[R*]]]]-和([2R[2S*[S[S*]]]]-(±)- α,α' -[亚胺-双(亚甲基)]双[6-氟基-色苷-2-甲醇]的过程及其纯度（[2S[2R*[R[R*]]]]-和([2R[2S*[S[S*]]]]-对映体化合物的特征在于所述产物是从4-氟苯酚或4-氟苯甲醚经过结晶的、具有光学活性的中间体制备而成。

  公开号：

  WO2004041805A1

文献信息

• PROCESS FOR PREPARATION OF RACEMIC NEBIVOLOL
  申请人：Bader Thomas

  公开号：US20090048457A1

  公开（公告）日：2009-02-19

  A process of making racemic [2S*[R*[R*[R*]]]] and [2R*[S*[S*[S*]]]]-(±)α,α′-[iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol] of the compound of the formula (I) and its pure [2S*[R*[R*[R*]]]]- and [2R*[S*[S*[S*]]]]-enantiomer compounds and pharmaceutically acceptable salts thereof.

  制备(±)α,α′-[亚氨基双(亚甲基)]双[6-氟-3,4-二氢-2H-1-苯并吡喃-2-甲醇]的外消旋体[2S*[R*[R*[R*]]]]和[2R*[S*[S*[S*]]]]的过程，以及该化合物的纯[2S*[R*[R*[R*]]]]-和[2R*[S*[S*[S*]]]]-对映体化合物及其药学上可接受的盐。
• [EN] NEW PROCESS FOR THE PREPARATION OF RACEMIC ([2S[2R*[R[R*]]]] and ([2R[2S*[S[S*]]]]-(±)- alpha,alpha' -[imino-bis(methylene)]bis[6-fluoro­chroman-2-methanol] AND ITS PURE [2S[2R*[R[R*]&<br/>[FR] NOUVEAU PROCEDE DE PREPARATION DE ([2S[2R*[R[R*]]]] ET ([2R[2S*[S[S*]]]]-(+/-)- 20040521US4654362AVAN LOMMEN GUY R E [BE], et al198703311528DA1DAJ. HENDRICKX ET AL.: "LOCATION OF THE OH FUNCTIONS IN HYDROXYLATED METABOLITES OF NEBIVOLOL", JOURNAL OF CHROMATOGRAPHY A, vol. 729, no. 1+2, 1996, GB, pages 341 - 354, XP002270638J. HENDRICKX ET AL.LOCATION OF THE OH FUNCTIONS IN HYDROXYLATED METABOLITES OF NEBIVOLOLJOURNAL OF CHROMATOGRAPHY AGB19967291+2341354353VA1,54,55A
  申请人：EGYT GYOGYSZERVEGYESZETI GYAR

  公开号：WO2004041805A1

  公开（公告）日：2004-05-21

  Process for the preparation of racemic ([2S[2R*[R[R*]]]]- and ([2R[2S*[S[S*]]]]-(±)- α,α' -[imino-bis(methylene)]bis[6-fluoro­chroman-2-methanol] of the compound of the formula (I) and its pure ([2S[2R*[R[R*]]]]- and ([2R[2S*[S[S*]]]]- enantiomer compounds characterized in that the products are prepared from 4-­fluoro-phenole or 4-fluoro-anisole via crystalline, optically active intermediates.

  用于制备化合物（I）的混合对映体（[2S[2R*[R[R*]]]]-和([2R[2S*[S[S*]]]]-(±)- α,α' -[亚胺-双(亚甲基)]双[6-氟基-色苷-2-甲醇]的过程及其纯度（[2S[2R*[R[R*]]]]-和([2R[2S*[S[S*]]]]-对映体化合物的特征在于所述产物是从4-氟苯酚或4-氟苯甲醚经过结晶的、具有光学活性的中间体制备而成。