1,3-bis(hydroxymethyl)-5-(heptyloxy)benzene | 158573-63-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,3-bis(hydroxymethyl)-5-(heptyloxy)benzene
• 英文别名: [3-Heptoxy-5-(hydroxymethyl)phenyl]methanol
• CAS: 158573-63-8
• 化学式: C₁₅H₂₄O₃
• 分子量: 252.354
• InChiKey: QUNHZCXIGIUTBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-bis(hydroxymethyl)-5-(heptyloxy)benzene 在 18-冠醚-6 、 甲基磺酰氯 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 1,3-bis(cyanomethyl)-5-(heptyloxy)benzene
  参考文献：
  名称：

  Syntheses of Amino Acid Based Phosphodiester Linkage-Containing Cryptands as well as Diphosphorylated Macrocycles

  摘要：

  The synthesis of two amino acid based phosphodiester linkage-containing cryptands (30 and 44) as well as diphosphorylated macrocycles (28, 29, 32 and 33) are described. Boc-L-Ser(Bn)-OH and/or Boc-D-Ser(Bn)-OH were used for the construction of the construction of the precursors for the diphosphitylation and marcocyclization by phosphitylation. The carboxylic acid groups were connected with a diethylene glycol unit and the amino functionalities were linked using (ethylenedioxy)diacetic acid, oxydiacetic acid, or an isophthalic acid derivative. The LD-cryptands 30 and 44 were obtained after phosphitylation of the precursors 12 and 16, respectively, containing (ethylenedixoy)acetic acid or an isophthalic acid derivative as a bottom-spacer, using 4-chlorobenzyl phosphorodichlorodite followed by oxidation and hydrogenolysis. Phosphitylation of the precursors containing (ethylenedioxy)acetic acid or oxydiacetic acid as bottom-spacers 11-14, using bis(4-chlorobenzyl) N,N-diisopropylphosphoramidite and subsequent oxidation resulted in the corresponding diphosphorylated macrocycles 28, 29, 32, and 33.

  DOI：

  10.1021/jo00088a022
• 作为产物：
  描述：

  5-羟基间苯二甲酸 在 硫酸 sodium tetrahydroborate 、 potassium carbonate 、 lithium iodide 作用下， 以 乙二醇二甲醚 、 乙腈 为溶剂， 反应 7.0h， 生成 1,3-bis(hydroxymethyl)-5-(heptyloxy)benzene
  参考文献：
  名称：

  Syntheses of Amino Acid Based Phosphodiester Linkage-Containing Cryptands as well as Diphosphorylated Macrocycles

  摘要：

  The synthesis of two amino acid based phosphodiester linkage-containing cryptands (30 and 44) as well as diphosphorylated macrocycles (28, 29, 32 and 33) are described. Boc-L-Ser(Bn)-OH and/or Boc-D-Ser(Bn)-OH were used for the construction of the construction of the precursors for the diphosphitylation and marcocyclization by phosphitylation. The carboxylic acid groups were connected with a diethylene glycol unit and the amino functionalities were linked using (ethylenedioxy)diacetic acid, oxydiacetic acid, or an isophthalic acid derivative. The LD-cryptands 30 and 44 were obtained after phosphitylation of the precursors 12 and 16, respectively, containing (ethylenedixoy)acetic acid or an isophthalic acid derivative as a bottom-spacer, using 4-chlorobenzyl phosphorodichlorodite followed by oxidation and hydrogenolysis. Phosphitylation of the precursors containing (ethylenedioxy)acetic acid or oxydiacetic acid as bottom-spacers 11-14, using bis(4-chlorobenzyl) N,N-diisopropylphosphoramidite and subsequent oxidation resulted in the corresponding diphosphorylated macrocycles 28, 29, 32, and 33.

  DOI：

  10.1021/jo00088a022

文献信息

• Oijen Anita H. van, Huck Nina P. M., Kruijtzer John A. W., Erkelens Cees,+, J. Org. Chem, 59 (1994) N 9, S 2399-2408
  作者：Oijen Anita H. van, Huck Nina P. M., Kruijtzer John A. W., Erkelens Cees,+

  DOI：——

  日期：——
• Syntheses of Amino Acid Based Phosphodiester Linkage-Containing Cryptands as well as Diphosphorylated Macrocycles
  作者：Anita H. van Oijen、Nina P. M. Huck、John A. W. Kruijtzer、Cees Erkelens、Jacques H. van Boom、Rob M. J. Liskamp

  DOI：10.1021/jo00088a022

  日期：1994.5

  The synthesis of two amino acid based phosphodiester linkage-containing cryptands (30 and 44) as well as diphosphorylated macrocycles (28, 29, 32 and 33) are described. Boc-L-Ser(Bn)-OH and/or Boc-D-Ser(Bn)-OH were used for the construction of the construction of the precursors for the diphosphitylation and marcocyclization by phosphitylation. The carboxylic acid groups were connected with a diethylene glycol unit and the amino functionalities were linked using (ethylenedioxy)diacetic acid, oxydiacetic acid, or an isophthalic acid derivative. The LD-cryptands 30 and 44 were obtained after phosphitylation of the precursors 12 and 16, respectively, containing (ethylenedixoy)acetic acid or an isophthalic acid derivative as a bottom-spacer, using 4-chlorobenzyl phosphorodichlorodite followed by oxidation and hydrogenolysis. Phosphitylation of the precursors containing (ethylenedioxy)acetic acid or oxydiacetic acid as bottom-spacers 11-14, using bis(4-chlorobenzyl) N,N-diisopropylphosphoramidite and subsequent oxidation resulted in the corresponding diphosphorylated macrocycles 28, 29, 32, and 33.