1-tributylstannyl-3-methyl-3-trimethylsilyloxy-1-butyne | 115527-16-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-tributylstannyl-3-methyl-3-trimethylsilyloxy-1-butyne
• CAS: 115527-16-7
• 化学式: C₂₀H₄₂OSiSn
• 分子量: 445.348
• InChiKey: YXENKSDGZKEUIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.01
• 重原子数：
  23
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-tributylstannyl-3-methyl-3-trimethylsilyloxy-1-butyne 、 1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-mannopyranose 在 四丁基氟化铵 作用下， 生成
  参考文献：
  名称：

  Modular Approach to Triazole-Linked 1,6-α-d-Oligomannosides to the Discovery of Inhibitors of Mycobacterium tuberculosis Cell Wall Synthetase

  摘要：

  Aiming at developing inhibitors of mannosyltransferases, the enzymes that participate in the biosynthesis of the cell envelope of Mycobacterium tuberculosis, the synthesis of a range of designed triazole-linked 1,6-oligomannosides up to a hexadecamer has been accomplished by a modular approach centered on the Cu(I)-catalyzed azide-alkyne cycloaddition as key process. The efficiency and fidelity of the cycloaddition are substantiated by high yields (76-96%) and exclusive formation of the expected 1,4-disubstituted triazole ring in all oligomer assembling reactions. Key features of oligomers thus prepared are the anomeric carbon-carbon bond of all mannoside residues and the 6-deoxymannoside capping residue. Suitable bioassays with dimer, tetramer, hexamer, octamer, decamer, and hexadecamer showed variable inhibitor activity against mycobacterial alpha-(1,6)-mannosyltransferases, the highest activity (IC50 = 0.14-0.22 mM) being registered with the hexamannoside and octamannoside.

  DOI：

  10.1021/jo100928g

文献信息

• Stereoselective synthesis of 25-hydroxyvitamin D2 side chain via the acetal template route
  作者：L. Castedo、J. Granja、M.A. Maestro、A. Mouriño

  DOI：10.1016/s0040-4039(00)96572-9

  日期：1987.1

  A highly stereoselective synthesis of the side chain of 25-hydroxyvitamin D2 and 1α,25-dihydroxyvitamin D2 is described.

  25-羟基d的侧链的高度立体选择性合成2和1α，25-二羟基维生素d 2进行说明。
• Studies on the opening of dioxanone and acetal templates and application to the synthesis of 1.alpha.,25-dihydroxyvitamin D2
  作者：Juan R. Granja、Luis Castedo、Antonio Mourino

  DOI：10.1021/jo00053a024

  日期：1993.1

  The Lewis-acid-mediated nucleophilic substitution of dioxanone and acetal templates for the construction of 25-hydroxylated side chains of vitamin D2 metabolites and analogs has been studied. As an application a highly stereoselective synthesis of 1alpha,25-dihydroxyvitamin D2 by the dienyne route is described.
• Yamamoto, Yoshinori; Abe, Hidenori; Nishii, Shinji, Journal of the Chemical Society. Perkin transactions I, 1991, # 12, p. 3253 - 3257
  作者：Yamamoto, Yoshinori、Abe, Hidenori、Nishii, Shinji、Yamada, Jun-ichi

  DOI：——

  日期：——
• CASTEDO, L.;GRANJA, J.;MAESTRO, M. A.;MOURINO, A., TETRAHEDRON LETT., 28,(1987) N 39, 4589-4590
  作者：CASTEDO, L.、GRANJA, J.、MAESTRO, M. A.、MOURINO, A.

  DOI：——

  日期：——