(R)-(6,8-difluorochroman-3-yl)carbamic acid ethyl ester | 1034000-40-2

• 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: (R)-(6,8-difluorochroman-3-yl)carbamic acid ethyl ester
• 英文别名: ethyl N-[(3R)-6,8-difluoro-3,4-dihydro-2H-chromen-3-yl]carbamate
• CAS: 1034000-40-2
• 化学式: C₁₂H₁₃F₂NO₃
• 分子量: 257.237
• InChiKey: MKGWQUQXXYMJOA-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-(6,8-difluorochroman-3-yl)carbamic acid ethyl ester 在 水 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 (R)-3-amino-6,8-difluorochroman
  参考文献：
  名称：

  Process Research for Multikilogram Production of Etamicastat: A Novel Dopamine β-Hydroxylase Inhibitor

  摘要：

  In order to develop a manufacturing route to etamicastat, three synthetic approaches to the pivotal chiral 3-aminochroman intermediate have been studied as well as four methods for the construction of the 2-aminoethyl imidazolethione fragment. The evolution of the synthetic strategy based on the early discovery route was described. By focusing on the use of readily available starting materials it was possible to avoid chromatography steps and expensive reagents, bringing about significant improvements in cost and throughput. The best route involves construction of the chiral centre by asymmetric hydrogenation.

  DOI：

  10.1021/op300012d
• 作为产物：
  描述：

  在 盐酸 、 aluminum (III) chloride 、 五氯化磷 、 硫酸 、 20 % Pd(OH)2/C 、 氢气 、 三氟乙酸 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 20.0 ℃ 、689.49 kPa 条件下， 反应 35.0h， 生成 (R)-(6,8-difluorochroman-3-yl)carbamic acid ethyl ester
  参考文献：
  名称：

  Process Research for Multikilogram Production of Etamicastat: A Novel Dopamine β-Hydroxylase Inhibitor

  摘要：

  In order to develop a manufacturing route to etamicastat, three synthetic approaches to the pivotal chiral 3-aminochroman intermediate have been studied as well as four methods for the construction of the 2-aminoethyl imidazolethione fragment. The evolution of the synthetic strategy based on the early discovery route was described. By focusing on the use of readily available starting materials it was possible to avoid chromatography steps and expensive reagents, bringing about significant improvements in cost and throughput. The best route involves construction of the chiral centre by asymmetric hydrogenation.

  DOI：

  10.1021/op300012d

文献信息

• Compounds
  申请人：SOARES DA SILVA Patrício Manuel Vieira Araújo

  公开号：US20100093817A1

  公开（公告）日：2010-04-15

  This invention relates to new 6,8-difluorochroman-3-yl-1,3-dihydroimidazole-2-thiones, their preparation, and their use as a medicament.

  本发明涉及新的6,8-二氟色基-1,3-二氢咪唑-2-硫醇衍生物的制备及其作为药物的用途。
• Process for the Preparation of (R)-5-(2-Aminoethyl)-1-(6,8-Difluorochroman-3-YL)-1,3-Dihydroimidazole-2-Thione
  申请人：Soares Da Silva Patrício Manuel Vieira Araújo

  公开号：US20100121073A1

  公开（公告）日：2010-05-13

  A process for making (R)-5-(2-aminoethyl)-1-(6,8-difluorochroman-3-yl)-1,3-dihydroimidazole-2-thione and pharmaceutically acceptable salts thereof, and for making intermediates useful in the formation of said compound.

  制备(R)-5-(2-氨基乙基)-1-(6,8-二氟色曼-3-基)-1,3-二氢咪唑-2-硫醇及其药学上可接受的盐的过程，以及用于制备该化合物的中间体的过程。
• Process for the Preparation of (R) - 5 - (2-Aminoethyl) -1- (6, 8-Difluorochroman-3-YL) -1,3-Dihydroimidazole-2-Thione
  申请人：Soares Da Silva Patricio Manuel Vieira Araújo

  公开号：US20100113799A1

  公开（公告）日：2010-05-06

  A process for making (R)-5-(2-aminoethyl)-1-(6,8-difluorochroman-3-yl)-1,3-dihydroimidazole-2-thione and pharmaceutically acceptable salts thereof, and for making intermediates useful in the formation of said compound.

  一种制备(R)-5-(2-氨乙基)-1-(6,8-二氟色基-3-基)-1,3-二氢咪唑-2-硫醇及其药学上可接受的盐的方法，并制备有用于形成该化合物的中间体。
• Process for Preparing Chroman Derivatives
  申请人：Learmonth David Alexander

  公开号：US20100217009A1

  公开（公告）日：2010-08-26

  A process for preparing a compound of formula (22), comprising reducing a compound of formula (21), to produce a compound of formula (23), followed by the hydrogenolysis of the compound of formula 23 in a solvent comprising a C 1 to C 6 alkyl sulfonic acid and optionally a chlorinated solvent.

  一种制备化合物公式（22）的方法，包括还原公式（21）的化合物，以产生公式（23）的化合物，随后在溶剂中进行公式23的氢解，所述溶剂包括C1到C6烷基磺酸和可选的氯化溶剂。
• WO2008/143540
  申请人：——

  公开号：——

  公开（公告）日：——