3-(4'-Methoxy-3'-sulfonamidophenyl)-2-propylamine, Hydrochloride | 86225-65-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(4'-Methoxy-3'-sulfonamidophenyl)-2-propylamine, Hydrochloride
• 英文别名: 5-(2-aminopropyl)-2-methoxybenzenesulfonamide;hydrochloride
• CAS: 86225-65-2
• 化学式: C10H17ClN2O3S
• 分子量: 280.77
• InChiKey: KYRRNJIOCLALJQ-UHFFFAOYSA-N

物化性质

• 熔点：
  278-280°C
• 溶解度：
  DMSO（轻微）、甲醇（轻微、加热、超声处理）、水（轻微）

计算性质

• 辛醇/水分配系数(LogP)：
  0.65
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  5

文献信息

• [EN] IMPROVED PROCESS FOR THE PREPARATION OF OZANIMOD Α-AMINO COMPOUND<br/>[FR] PROCÉDÉ AMÉLIORÉ POUR LA PRÉPARATION D'UN COMPOSÉ A-AMINO D'AZANIMOD
  申请人：SUVEN LIFE SCIENCES LTD

  公开号：WO2019058290A1

  公开（公告）日：2019-03-28

  The present invention relates to an improved process for the preparation of optically chiral amino compound. The present invention particularly relates to the improved process for the preparation of (S)-1-amino-2,3-dihydro-1H-indene-4-carbonitrile, an important intermediate for the synthesis of ozanimod. The present invention more particularly relates to preparation of (S)-1-amino-2,3-dihydro-1H-indene-4- carbonitrile using 4-cyano-1-indanone and α-methylbenzylamine derivatives as starting materials. The present invention specifically relates to preparation of (S)-1- amino-2,3-dihydro-1H-indene-4-carbonitrile comprising diastereoselective chiral amine synthesis by protection with chiral auxiliary -methyl benzylamine derivatives followed by reduction and debenzylation.

  本发明涉及一种改进的制备光学手性氨基化合物的方法。本发明特别涉及改进的制备(S)-1-氨基-2,3-二氢-1H-茚-4-碳腈的方法，该化合物是合成奥扎尼莫德的重要中间体。本发明更特别地涉及使用4-氰基-1-茚酮和α-甲基苄胺衍生物作为起始材料制备(S)-1-氨基-2,3-二氢-1H-茚-4-碳腈的方法。本发明具体涉及通过使用手性辅助剂α-甲基苄胺衍生物保护进行对映选择性手性胺合成，随后进行还原和脱苄基制备(S)-1-氨基-2,3-二氢-1H-茚-4-碳腈的方法。
• Process for producing optically active benzene-sulfonamide derivates
  申请人：YAMANOUCHI PHARMACEUTICAL CO. LTD.

  公开号：EP0257787A1

  公开（公告）日：1988-03-02

  A process for producing optically active benzenesulfonamide derivative (I) which comprises decomposing m-(2-substituted-alkylaminoalkyl)benzene­sulfonamide derivative (II) wherein R¹ and R² are selected independently from a hydrogen atom and C₁-C₅ alkyl groups; R³ is a hydrogen atom or a C₁-C₅ alkyl, hydroxyl or C₁-C₅ alkoxyl group; R⁴ is a C₁-C₅ alkyl group; R⁵ is a C₁-C₅ alkyl, carboxy-(C₁-C₅ alkyl) or (C₁-C₅ alkoxy)carbonyl-(C₁-C₅ alkyl) group; and R⁶ is a substituted or unsubstituted phenyl, carboxyl or (C₁-C₅ alkoxy)carbonyl group. The compound of formula (II) are obtained by reacting a ketone of formula (III)

  一种生产光学活性苯磺酰胺衍生物(I)的工艺 其中包括分解 m-(2-取代-烷基氨基烷基)苯磺酰胺衍生物 (II) 其中 R¹ 和 R² 独立选自氢原子和 C₁-C₅ 烷基；R³ 是氢原子或 C₁-C₅ 烷基、羟基或 C₁-C₅ 烷氧基；R⁴ 是 C₁-C₅ 烷基；R⁵ 是 C₁-C₅ 烷基、羧基-(C₁-C₅ 烷基)或 (C₁-C₅ 烷氧基)羰基-(C₁-C₅ 烷基)基团；以及 R⁶ 是取代或未取代的苯基、羧基或 (C₁-C₅ 烷氧基)羰基基团。 式 (II) 的化合物是通过式 (III) 的酮反应得到的
• Process for producing optically active benzene-sulfonamide derivatives
  申请人：YAMANOUCHI PHARMACEUTICAL CO., LTD.

  公开号：EP0380144B1

  公开（公告）日：1994-01-19
• [EN] AN IMPROVED PROCESS FOR THE PREPARATION OF (R) (-) TAMSULOSIN HYDROCHLORIDE<br/>[FR] PROCEDE AMELIORE DE PREPARATION DE (R) (-) TAMSULOSINE CHLORHYDRATE
  申请人：ALEMBIC LTD

  公开号：WO2004087623A2

  公开（公告）日：2004-10-14

  A process for the preparation of (R)(-) Tamsulosin hydrochloride [(R)(-)-5-[2-[[2-(o-ethoxy-phenoxy)ethyl]amino]-2-methylethyl]-2-methoxybenzenesulfonamide hydrochloride] of formula (III), The (R)(-) Tamsulosin hydrochloride of formula (III) produced by the process has an alpha-adrenergic blocking action and possesses a hypotensive activity and is used mainly for the treatment of benign prostatic hyperplasia (BPH). The process is directed to be high yielding, cost effective, easy to operate at industrial scale and does not involve the use of moisture sensitive, pyrophoric compounds. Importantly, the process would avoid unreacted contaminants in the final product and provide for isolating and obtaining the final product with good yield and purity. Advantageously, the process would not require the handling of hazardous reagents, such as LAH. The process is also selective, industrially favourable in that the same would use less amount of solvent, hence increase the plant capacity and will also require less manpower.