tert-butyl (4R)-4-methyl-2-phenyl-5H-1,3-oxazole-4-carboxylate | 1065062-21-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl (4R)-4-methyl-2-phenyl-5H-1,3-oxazole-4-carboxylate
• CAS: 1065062-21-6
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: CXWZIJUWJLEGGF-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl (4R)-4-methyl-2-phenyl-5H-1,3-oxazole-4-carboxylate 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 作用下， 以60%的产率得到4,5-dihydro-4-(hydroxymethyl)-4-methyl-2-phenyloxazole
  参考文献：
  名称：

  Practical asymmetric synthesis of α-methylserine derivatives under mild phase-transfer conditions

  摘要：

  The enantioselective methylation reaction of phenyloxazoline tert-butyl ester 5 using (R)-4b as a catalyst under mild phase-transfer conditions provides optically active a-methylserine derivatives in moderate yields with high enantioselectivity. Other alpha-alkylated serine derivatives are also achievable in high yields with high enantioselectivity by using catalytic amount of (R)-4b. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.07.013
• 作为产物：
  描述：

  碘甲烷 、 2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid tert-butyl ester 在 (R)-3,3'-bis(3,5-bis(trifluoromethyl)phenyl)-binaphthyl cesium hydroxide 作用下， 以 甲苯 为溶剂， 反应 22.0h， 生成 、 tert-butyl (4R)-4-methyl-2-phenyl-5H-1,3-oxazole-4-carboxylate
  参考文献：
  名称：

  Practical asymmetric synthesis of α-methylserine derivatives under mild phase-transfer conditions

  摘要：

  The enantioselective methylation reaction of phenyloxazoline tert-butyl ester 5 using (R)-4b as a catalyst under mild phase-transfer conditions provides optically active a-methylserine derivatives in moderate yields with high enantioselectivity. Other alpha-alkylated serine derivatives are also achievable in high yields with high enantioselectivity by using catalytic amount of (R)-4b. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.07.013