benzyl N-[2-(dimethylamino)-2-oxoethyl]-N-[(2R,6R)-6-methyloxan-2-yl]carbamate | 689248-35-9

• 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-[2-(dimethylamino)-2-oxoethyl]-N-[(2R,6R)-6-methyloxan-2-yl]carbamate
• CAS: 689248-35-9
• 化学式: C₁₈H₂₆N₂O₄
• 分子量: 334.415
• InChiKey: NROHKZXEFHJTOL-RHSMWYFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl N-[2-(dimethylamino)-2-oxoethyl]-N-[(2R,6R)-6-methyloxan-2-yl]carbamate 在 sodium hexamethyldisilazane 、 三氟乙酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.5h， 生成 benzyl N-[(2R)-1-(dimethylamino)-1-oxo-3-phenylpropan-2-yl]carbamate
  参考文献：
  名称：

  6-Methyl δ-lactol derived chiral glycine equivalents for the asymmetric synthesis of protected α-amino amides

  摘要：

  Two new delta-lactol derived chiral glycine equivalents have been prepared in one-pot processes in good yields from the known 6-methyltetrahydropyran-2-ol. Alkylation proceeds in moderate to good yields and moderate to good selectivities under experimentally simple conditions. The lactol chiral auxiliary is readily removed under mild acidic conditions to give N-Cbz protected alpha-amino amides in good yields. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.026
• 作为产物：
  描述：

  (6R)-6-methyltetrahydropyran-2-ol 在 sodium carbonate 作用下， 以 乙醚 、 水 为溶剂， 反应 19.0h， 生成 benzyl N-[2-(dimethylamino)-2-oxoethyl]-N-[(2R,6R)-6-methyloxan-2-yl]carbamate
  参考文献：
  名称：

  6-Methyl δ-lactol derived chiral glycine equivalents for the asymmetric synthesis of protected α-amino amides

  摘要：

  Two new delta-lactol derived chiral glycine equivalents have been prepared in one-pot processes in good yields from the known 6-methyltetrahydropyran-2-ol. Alkylation proceeds in moderate to good yields and moderate to good selectivities under experimentally simple conditions. The lactol chiral auxiliary is readily removed under mild acidic conditions to give N-Cbz protected alpha-amino amides in good yields. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.026