(R)-4-chloro-2-(4-(4-chlorophenyl)piperazin-1-yl)-6,7-dihydrothieno[3,2-d]pyrimidine-5-oxide | 1146694-68-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (R)-4-chloro-2-(4-(4-chlorophenyl)piperazin-1-yl)-6,7-dihydrothieno[3,2-d]pyrimidine-5-oxide
• 英文别名: (R)-4-chloro-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-6,7-dihydro-thieno[3,2-d]pyrimidine-5-oxide；(5R)-4-chloro-2-[4-(4-chlorophenyl)piperazin-1-yl]-6,7-dihydrothieno[3,2-d]pyrimidine 5-oxide
• CAS: 1146694-68-9
• 化学式: C₁₆H₁₆Cl₂N₄OS
• 分子量: 383.301
• InChiKey: DKAYYBWNTDNIBJ-XMMPIXPASA-N

物化性质

• 沸点：
  664.7±65.0 °C(Predicted)
• 密度：
  1.59±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  68.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  D-Valine methyl ester 、 (R)-4-chloro-2-(4-(4-chlorophenyl)piperazin-1-yl)-6,7-dihydrothieno[3,2-d]pyrimidine-5-oxide 以85%的产率得到methyl (R)-2-{(R)-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-5-oxo-6,7-dihydro-5H-5λ4-thieno[3,2-d]pyrimidin-4-ylamino}-3-methyl-butyrate
  参考文献：
  名称：

  [EN] PREPARATION OF DIHYDROTHIENO [3, 2-D] PYRIMIDINES AND INTERMEDIATES USED THEREIN
  [FR] PRÉPARATION DE DIHYDROTHIÉNOPYRIMIDINES ET D'INTERMÉDIAIRES UTILISÉS LORS DE CELLE-CI

  摘要：

  公开号：

  WO2009052138A8
• 作为产物：
  描述：

  4-chloro-2-[4-(4-chlorophenyl)piperazin-1-yl]-6,7-dihydrothieno[3,2-d]pyrimidine 在 titanium(IV) isopropylate 、 (S,S)-(-)-氢化苯偶姻 、 水 、 叔丁基过氧化氢 作用下， 以 甲苯 、 水 为溶剂， 反应 21.0h， 以90%的产率得到
  参考文献：
  名称：

  Asymmetric Oxidation of a Dihydrothienopyrimidine

  摘要：

  A robust catalytic asymmetric oxidation of prochiral sulfide 1 has been achieved by the use of a chiral titanium-hydrobenzoin complex. Reproducible reaction conditions were identified by screening reaction parameters and DOE optimization. The enantioselectivity was found to be mostly influenced by the amount of water and the time the catalyst was aged before addition of the sulfide.

  DOI：

  10.1021/acs.oprd.6b00400

文献信息

• PREPARATION OF DIHYDROTHIENO [3, 2-D] PYRIMIDINES AND INTERMEDIATES USED THEREIN
  申请人：Frutos Rogelio

  公开号：US20100222585A1

  公开（公告）日：2010-09-02

  The invention relates to improved methods of preparing dihydrothienopyrimidines of formula 1, and intermediates thereof, (I) wherein X is SO or SO 2 , preferably SO, and wherein R A , R 1 , R 2 , R 3 , R 4 and R 5 have the meanings given in the description. The methods according to this invention are more suitable for large-scale synthesis of said pounds than prior methods because the new synthetic process avoids distillation and chromatographic purification between steps and results in a higher overall yield of the desired product.

  本发明涉及改进的制备式1的二氢噻唑嘧啶化合物及其中间体的方法，其中X为SO或SO2，优选为SO，RA、R1、R2、R3、R4和R5具有所述描述中给出的含义。本发明的方法比先前的方法更适用于大规模合成所述化合物，因为新的合成过程避免了蒸馏和色谱纯化步骤，从而得到所需产物的总收率更高。
• Preparation of dihydrothieno [3,2-D] pyrimidines and intermediates used therein
  申请人：Frutos Rogelio

  公开号：US08653282B2

  公开（公告）日：2014-02-18

  The invention relates to improved methods of preparing dihydrothienopyrimidines of formula 1, and intermediates thereof, (I) wherein X is SO or SO2, preferably SO, and wherein RA, R1, R2, R3, R4 and R5 have the meanings given in the description. The methods according to this invention are more suitable for large-scale synthesis of said compounds than prior methods because the new synthetic process avoids distillation and chromatographic purification between steps and results in a higher overall yield of the desired product.

  本发明涉及改进的制备式1的二氢噻嘧啶及其中间体的方法，其中X为SO或SO2，优选为SO，RA、R1、R2、R3、R4和R5的含义如说明书所述。本发明的方法比现有方法更适合大规模合成所述化合物，因为新的合成过程避免了步骤之间的蒸馏和色谱纯化，并且导致所需产物的总收率更高。
• PREPARATION OF DIHYDROTHIENO[3, 2-D]PYRIMIDINES AND INTERMEDIATES USED THEREIN
  申请人：Boehringer Ingelheim International GmbH

  公开号：EP2205608B1

  公开（公告）日：2013-05-08
• US8653282B2
  申请人：——

  公开号：US8653282B2

  公开（公告）日：2014-02-18