(R)-1-[(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-oxiranyl]-heptan-1-ol | 522615-47-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (R)-1-[(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-oxiranyl]-heptan-1-ol
• 英文别名: (1R)-1-[(2R,3R)-3-[[tert-butyl(diphenyl)silyl]oxymethyl]oxiran-2-yl]heptan-1-ol
• CAS: 522615-47-0
• 化学式: C₂₆H₃₈O₃Si
• 分子量: 426.671
• InChiKey: RZQFJHDCKOPDTO-UBFVSLLYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-1-[(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-oxiranyl]-heptan-1-ol 在 sodium azide 、 氯化铵 、 triethylamine tris(hydrogen fluoride) 作用下， 以 四氢呋喃 、 乙二醇甲醚 、 水 为溶剂， 反应 32.0h， 生成 2-azido-D-ribo-1,3,4-decanetriol
  参考文献：
  名称：

  A new diorganozinc-based enantioselective access to truncated d-ribo-phytosphingosine

  摘要：

  The use of a trans alpha,beta-epoxyaldehyde as a precursor Of D-ribo-phytosphingosines was studied. The highly stereoselective alkylation of the aldehyde with a diorganozinc reagent was ensured through double asymmetric induction. The regioselective opening of the epoxide in turn gives access to an azide from which a C-10 phytosphingosine can be easily prepared. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02526-1
• 作为产物：
  描述：

  (E)-4-(tert-butyldiphenylsilyloxy)-2-buten-1-ol 在 1,2-bis(trifluoromethanesulfonamido)cyclohexane titanium(IV) isopropylate 作用下， 以 甲苯 为溶剂， 反应 20.0h， 生成 (R)-1-[(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-oxiranyl]-heptan-1-ol
  参考文献：
  名称：

  A new diorganozinc-based enantioselective access to truncated d-ribo-phytosphingosine

  摘要：

  The use of a trans alpha,beta-epoxyaldehyde as a precursor Of D-ribo-phytosphingosines was studied. The highly stereoselective alkylation of the aldehyde with a diorganozinc reagent was ensured through double asymmetric induction. The regioselective opening of the epoxide in turn gives access to an azide from which a C-10 phytosphingosine can be easily prepared. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02526-1

文献信息

• A new diorganozinc-based enantioselective access to truncated d-ribo-phytosphingosine
  作者：Tahar Ayad、Yves Génisson、Alexandre Verdu、Michel Baltas、Liliane Gorrichon

  DOI：10.1016/s0040-4039(02)02526-1

  日期：2003.1

  The use of a trans alpha,beta-epoxyaldehyde as a precursor Of D-ribo-phytosphingosines was studied. The highly stereoselective alkylation of the aldehyde with a diorganozinc reagent was ensured through double asymmetric induction. The regioselective opening of the epoxide in turn gives access to an azide from which a C-10 phytosphingosine can be easily prepared. (C) 2002 Elsevier Science Ltd. All rights reserved.