(3AS-cis)-1,3-dibenzyltetrahydro-4-(3-methoxypropylidene)-1H-thieno(3,4-d)imidazol-2(3H)-one | 28092-54-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并咪唑类化合物
• 英文名称: (3AS-cis)-1,3-dibenzyltetrahydro-4-(3-methoxypropylidene)-1H-thieno(3,4-d)imidazol-2(3H)-one
• 英文别名: (3aS,4E,6aR)-1,3-dibenzyl-4-(3-methoxypropylidene)-6,6a-dihydro-3aH-thieno[3,4-d]imidazol-2-one
• CAS: 28092-54-8
• 化学式: C₂₃H₂₆N₂O₂S
• 分子量: 394.538
• InChiKey: OTOVKAPQUJOUHD-ZQOFNOHESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  58.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3AS-cis)-1,3-dibenzyltetrahydro-4-(3-methoxypropylidene)-1H-thieno(3,4-d)imidazol-2(3H)-one 在 氢气 、 sodium acetate 、 palladium(II) hydroxide 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、500.01 kPa 条件下， 以93.6%的产率得到(3aα,4β,6aα)-1,3-dibenzylhexahydro-4-(3-methoxypropyl)-1H-thieno<3,4-d>imidazol-2(3H)-one
  参考文献：
  名称：

  [EN] A PROCESS FOR PRODUCING D-BIOTIN INTERMEDIATES
  [FR] PROCÉDÉ DE PRODUCTION D'INTERMÉDIAIRES DE D-BIOTINE

  摘要：

  The present invention provides a process for producing a biotin intermediate compound of formula (I), or a geometrical isomer thereof or a geometrical isomeric mixture thereof in the presence of a catalyst, wherein R1 and R1' are independently H, lower alkyl, aryl or acyl group, optionally substituted by one or more substituents; and R2 is lower alkyl optionally substituted by lower alkoxyl or carboxyl group. According to the present invention, the process surprisingly reduces the reaction pressure while maintaining high yield and selectivity in industrial scale, and thus saves investment on facility and increases safety in industry.

  公开号：

  WO2021224295A1

文献信息

• [EN] A PROCESS FOR PRODUCING D-BIOTIN INTERMEDIATES<br/>[FR] PROCÉDÉ DE PRODUCTION D'INTERMÉDIAIRES DE D-BIOTINE
  申请人：DSM IP ASSETS BV

  公开号：WO2021224295A1

  公开（公告）日：2021-11-11

  The present invention provides a process for producing a biotin intermediate compound of formula (I), or a geometrical isomer thereof or a geometrical isomeric mixture thereof in the presence of a catalyst, wherein R1 and R1' are independently H, lower alkyl, aryl or acyl group, optionally substituted by one or more substituents; and R2 is lower alkyl optionally substituted by lower alkoxyl or carboxyl group. According to the present invention, the process surprisingly reduces the reaction pressure while maintaining high yield and selectivity in industrial scale, and thus saves investment on facility and increases safety in industry.