((R)-1-Hydroxymethyl-heptadecyl)-carbamic acid tert-butyl ester | 510730-70-8

• 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: ((R)-1-Hydroxymethyl-heptadecyl)-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(2R)-1-hydroxyoctadecan-2-yl]carbamate
• CAS: 510730-70-8
• 化学式: C₂₃H₄₇NO₃
• 分子量: 385.631
• InChiKey: DDEWJFTYAGPFCL-OAQYLSRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  27
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ((R)-1-Hydroxymethyl-heptadecyl)-carbamic acid tert-butyl ester 在 吡啶 、 三甲基溴硅烷 、 四溴化碳 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 Phosphoric acid mono-((R)-2-amino-octadecyl) ester
  参考文献：
  名称：

  Syntheses of sphingosine-1-phosphate stereoisomers and analogues and Their interaction with EDG receptors

  摘要：

  Sphingosine-1-phosphate (S1P) is considered to be an important regulator of diverse biological processes acting as a natural ligand to EDG receptors. As a preliminary study to develop potent and selective agonist and antagonist for EDG receptors, we report synthesis of S1P stereoisomers and analogues and their binding affinities to EDG-1, -3, and -5. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00893-4
• 作为产物：
  描述：

  pentadecyltriphenylphosphonium bromide 在 palladium on activated charcoal 氢气 、 溶剂黄146 、 lithium chloride 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 5.0h， 生成 ((R)-1-Hydroxymethyl-heptadecyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Syntheses of sphingosine-1-phosphate stereoisomers and analogues and Their interaction with EDG receptors

  摘要：

  Sphingosine-1-phosphate (S1P) is considered to be an important regulator of diverse biological processes acting as a natural ligand to EDG receptors. As a preliminary study to develop potent and selective agonist and antagonist for EDG receptors, we report synthesis of S1P stereoisomers and analogues and their binding affinities to EDG-1, -3, and -5. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00893-4

文献信息

• Synthesis of chiral α-amino acids
  作者：Tushar K Chakraborty、Animesh Ghosh

  DOI：10.1016/s0040-4039(02)02433-4

  日期：2002.12

  A novel method for the synthesis of chiral alpha-amino acids has been developed where the acid functionality was constructed by oxidizing a hydroxymethyl group introduced by Evans' method in the alpha-position of an appropriate acid substrate and the amino part came from the amide of the original carboxyl group following a modified Hofmann rearrangement reaction. (C) 2002 Published by Elsevier Science Ltd.