benzyl N-(chloromethyl)-N-(2-phenylethyl)carbamate | 1101104-00-0

• 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: benzyl N-(chloromethyl)-N-(2-phenylethyl)carbamate
• CAS: 1101104-00-0
• 化学式: C₁₇H₁₈ClNO₂
• 分子量: 303.788
• InChiKey: NTMLYZWGFADMIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲醇 、 benzyl N-(chloromethyl)-N-(2-phenylethyl)carbamate 以 二氯甲烷 为溶剂， 反应 1.0h， 以1.03 g的产率得到benzyl N-methoxymethyl(phenethyl)carbamate
  参考文献：
  名称：

  A Facile Method for the Preparation of MOM-Protected Carbamates

  摘要：

  A novel method for the preparation of MOM-protected carbamates is described that avoids the use of MOM-Cl, a regulated carcinogen. The two-step, one-pot procedure generates a reactive N-chloromethyl carbamate that is quenched with methanol to afford MOM-protected carbamates. The process is tolerant of a variety of functionalities, including Boc, sulfonamide, and acetamide protecting groups. Mild conditions for the removal of the MOM group are also described; selective deprotection of the MOM group in the presence of a Boc group has been demonstrated.

  DOI：

  10.1021/ol8022769
• 作为产物：
  描述：

  聚合甲醛 、 benzyl (2-phenylethyl)carbamate 在 三甲基氯硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 benzyl N-(chloromethyl)-N-(2-phenylethyl)carbamate
  参考文献：
  名称：

  A Facile Method for the Preparation of MOM-Protected Carbamates

  摘要：

  A novel method for the preparation of MOM-protected carbamates is described that avoids the use of MOM-Cl, a regulated carcinogen. The two-step, one-pot procedure generates a reactive N-chloromethyl carbamate that is quenched with methanol to afford MOM-protected carbamates. The process is tolerant of a variety of functionalities, including Boc, sulfonamide, and acetamide protecting groups. Mild conditions for the removal of the MOM group are also described; selective deprotection of the MOM group in the presence of a Boc group has been demonstrated.

  DOI：

  10.1021/ol8022769

文献信息

• A Facile Method for the Preparation of MOM-Protected Carbamates
  作者：David M. Barnes、Jufang Barkalow、Daniel J. Plata

  DOI：10.1021/ol8022769

  日期：2009.1.15

  A novel method for the preparation of MOM-protected carbamates is described that avoids the use of MOM-Cl, a regulated carcinogen. The two-step, one-pot procedure generates a reactive N-chloromethyl carbamate that is quenched with methanol to afford MOM-protected carbamates. The process is tolerant of a variety of functionalities, including Boc, sulfonamide, and acetamide protecting groups. Mild conditions for the removal of the MOM group are also described; selective deprotection of the MOM group in the presence of a Boc group has been demonstrated.