2-t-butylcarbamate ethanethiol | 89855-62-9

• 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: 2-t-butylcarbamate ethanethiol
• 英文别名: tert.-Butylcarbamidsaeure-(2-mercapto-ethylester)；2-sulfanylethyl N-tert-butylcarbamate
• CAS: 89855-62-9
• 化学式: C₇H₁₅NO₂S
• 分子量: 177.268
• InChiKey: RYXQXKPMUVWFGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  39.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-t-butylcarbamate ethanethiol 、 allyl 2,4-di-O-acetyl-3-O-(2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-α-D-mannopyranosyl)-6-S-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside 在 偶氮二异丁腈 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以89%的产率得到3-((2-t-butoxycarbonylamino)ethylthio)propyl 2,4-di-O-acetyl-3-O-(2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-α-D-mannopyranosyl)-6-S-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside
  参考文献：
  名称：

  Synthesis and affinities of C3-symmetric thioglycoside-containing trimannosides

  摘要：

  Thioglycoside-containing trimannose analogs were designed and prepared to mimic the natural N-glycan core trisaccharide alpha-D-Man-(1 -> 3)-[alpha-D-Man-(1 -> 6)]-D-Man. (1 -> 6)-S-Linked trimannoside 1 and its trivalent cluster 2 were synthesized in 11 and 15 steps, respectively, taking advantages of the armed mannopyranosyl trichloroacetimidate as glycosyl donor. Hemagglutination inhibition of the two new thiomannotriose analogs was preliminarily examined. Comparing to the parent trimannoside alpha-D-Man-(1 -> 3)-[alpha-D-Man-(1 -> 6)]-D-Man-OMe, the cluster mannotrioside 2 presented a comparable binding affinity to Con A, while the monomer 6-S-trimannoside 1 exhibited a slightly lower inhibition ability. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2015.05.001