tert-butyl (4-((1,3-dioxolan-2-yl)methyl)cyclohexyl)carbamate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 英文名称: tert-butyl (4-((1,3-dioxolan-2-yl)methyl)cyclohexyl)carbamate
• 英文别名: 1,1-Dimethylethyl [trans-4-(1,3-dioxolan-2-ylmethyl)cyclohexyl]carbamate；tert-butyl N-[4-(1,3-dioxolan-2-ylmethyl)cyclohexyl]carbamate
• 化学式: C₁₅H₂₇NO₄
• 分子量: 285.384
• InChiKey: GNYAVQVCOWOYMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl (4-((1,3-dioxolan-2-yl)methyl)cyclohexyl)carbamate 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.17h， 以100%的产率得到trans-4-(1,3-dioxolan-2-ylmethyl)cyclohexanamine hydrochloride
  参考文献：
  名称：

  WO2006/50239

  摘要：

  公开号：
• 作为产物：
  描述：

  反式-1-(BOC-氨基)-4-(2-羟乙基)环己烷 在 草酸 、 magnesium sulfate 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 19.0h， 生成 tert-butyl (4-((1,3-dioxolan-2-yl)methyl)cyclohexyl)carbamate
  参考文献：
  名称：

  [EN] PROCESS TO PRODUCE (1r,4r)-4-SUBSTITUTED CYCLOHEXANE-1-AMINES
  [FR] PROCÉDÉ DE PRODUCTION DE CYCLOHEXANE-1-AMINES À SUBSTITUTION (1 R,4 R)-4

  摘要：

  The invention relates to a process to produce a (1r,4r)-4-substituted cyclohexane-1-amine [further referred astrans-4-substituted cyclohexane-1-amine] of formula (T), starting from a diastereomeric mixture of 4-substituted cyclohexane-1-amines (formula (C) + formula (T)) or any salt of them by using a single transaminase biocatalyst in whole-cell, soluble or immobilized form in the presence of an amine acceptor used in sub-equimolar up to equimolar quantities in batch mode or in continuous-flow mode. In the first aspect of the present invention 2-(trans-4-aminocyclohexyl)acetic acid esters, more preferably a C1-6alkyl esters, particularly 2-(trans-4-aminocyclohexyl)acetic acid ethyl ester may be produced. In the second aspect of the present invention hydroxyl-protected or protective group-freetrans-4-(2-hydroxyethyl)cyclohexan-1-amines, particularlytrans-4-(2-hydroxyethyl)cyclohexan-1-amine may be produced. In the third aspect of the present invention protected 2-(trans-4-aminocyclohexyl)acetaldehydes, particularlytrans-4-((1,3-dioxolan-2-yl)methyl)cyclohexan-1-amine may be produced.

  公开号：

  WO2023042081A1

文献信息

• MUSCARINIC ACETYLCHOLINE RECEPTOR ANTAGONISTS
  申请人：Busch-Petersen Jakob

  公开号：US20090258858A1

  公开（公告）日：2009-10-15

  Muscarinic Acetylcholine receptor antagonists and methods of using them are provided.

  本发明提供了肌肉型乙酰胆碱受体拮抗剂及其使用方法。
• WO2006/50239
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] PROCESS TO PRODUCE (1r,4r)-4-SUBSTITUTED CYCLOHEXANE-1-AMINES<br/>[FR] PROCÉDÉ DE PRODUCTION DE CYCLOHEXANE-1-AMINES À SUBSTITUTION (1 R,4 R)-4
  申请人：[en]RICHTER GEDEON NYRT.

  公开号：WO2023042081A1

  公开（公告）日：2023-03-23

  The invention relates to a process to produce a (1r,4r)-4-substituted cyclohexane-1-amine [further referred astrans-4-substituted cyclohexane-1-amine] of formula (T), starting from a diastereomeric mixture of 4-substituted cyclohexane-1-amines (formula (C) + formula (T)) or any salt of them by using a single transaminase biocatalyst in whole-cell, soluble or immobilized form in the presence of an amine acceptor used in sub-equimolar up to equimolar quantities in batch mode or in continuous-flow mode. In the first aspect of the present invention 2-(trans-4-aminocyclohexyl)acetic acid esters, more preferably a C1-6alkyl esters, particularly 2-(trans-4-aminocyclohexyl)acetic acid ethyl ester may be produced. In the second aspect of the present invention hydroxyl-protected or protective group-freetrans-4-(2-hydroxyethyl)cyclohexan-1-amines, particularlytrans-4-(2-hydroxyethyl)cyclohexan-1-amine may be produced. In the third aspect of the present invention protected 2-(trans-4-aminocyclohexyl)acetaldehydes, particularlytrans-4-((1,3-dioxolan-2-yl)methyl)cyclohexan-1-amine may be produced.