tert-butyl N-[(2S)-1-dodecoxy-3-hydroxypropan-2-yl]carbamate | 196305-84-7

• 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 N-[(2S)-1-dodecoxy-3-hydroxypropan-2-yl]carbamate
• CAS: 196305-84-7
• 化学式: C₂₀H₄₁NO₄
• 分子量: 359.55
• InChiKey: MEOUWEIDVQBOMC-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  25
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  67.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2S)-1-dodecoxy-3-hydroxypropan-2-yl]carbamate 在 盐酸 作用下， 以 乙醚 为溶剂， 以84%的产率得到(S)-2-Amino-3-dodecyloxy-propan-1-ol; hydrochloride
  参考文献：
  名称：

  Synthesis and In vivo anti-inflammatory activity of long-chain 2-amino-alcohols

  摘要：

  The synthesis of optically pure long-chain 2-amino-alcohols and 1-O-dodecyl-2-deoxy-2-amino-sn-glyceroI was carried out starting from L- or D-Boc-Ser(OBn)-ol by oxidation and consecutive Wittig reaction or etherification reaction. 2-Amino-oleyl alcohol was synthesized by reduction of the corresponding 2-amino-oleic acid. All the long chain amino-alcohols presented interesting inhibition of carrageenin-induced paw edema in rats (ED50 from 0.017 to 0.010 mmol/kg). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00939-3
• 作为产物：
  描述：

  N-(tert-butyloxycarbonyl)-O-benzyl-L-serinol 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 四丁基硫酸氢铵 作用下， 以 甲醇 、 苯 为溶剂， 生成 tert-butyl N-[(2S)-1-dodecoxy-3-hydroxypropan-2-yl]carbamate
  参考文献：
  名称：

  Synthesis and In vivo anti-inflammatory activity of long-chain 2-amino-alcohols

  摘要：

  The synthesis of optically pure long-chain 2-amino-alcohols and 1-O-dodecyl-2-deoxy-2-amino-sn-glyceroI was carried out starting from L- or D-Boc-Ser(OBn)-ol by oxidation and consecutive Wittig reaction or etherification reaction. 2-Amino-oleyl alcohol was synthesized by reduction of the corresponding 2-amino-oleic acid. All the long chain amino-alcohols presented interesting inhibition of carrageenin-induced paw edema in rats (ED50 from 0.017 to 0.010 mmol/kg). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00939-3

文献信息

• Synthesis and In vivo anti-inflammatory activity of long-chain 2-amino-alcohols
  作者：Victoria Magrioti、Dimitra Hadjipavlou-Litina、Violetta Constantinou-Kokotou

  DOI：10.1016/s0960-894x(02)00939-3

  日期：2003.2

  The synthesis of optically pure long-chain 2-amino-alcohols and 1-O-dodecyl-2-deoxy-2-amino-sn-glyceroI was carried out starting from L- or D-Boc-Ser(OBn)-ol by oxidation and consecutive Wittig reaction or etherification reaction. 2-Amino-oleyl alcohol was synthesized by reduction of the corresponding 2-amino-oleic acid. All the long chain amino-alcohols presented interesting inhibition of carrageenin-induced paw edema in rats (ED50 from 0.017 to 0.010 mmol/kg). (C) 2002 Elsevier Science Ltd. All rights reserved.