t-butyl 6-O-[6'-O-(benzyl)-2',3',4'-trideoxy-4'-amino-α-D-erythro-hex-2'-enopyranosyl]-2,3-dideoxy-β-D-threo-hex-2-enopyranoside | 1033614-94-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: t-butyl 6-O-[6'-O-(benzyl)-2',3',4'-trideoxy-4'-amino-α-D-erythro-hex-2'-enopyranosyl]-2,3-dideoxy-β-D-threo-hex-2-enopyranoside
• 英文别名: (2R,3R,6S)-2-[[(2S,3S,6S)-3-amino-2-(phenylmethoxymethyl)-3,6-dihydro-2H-pyran-6-yl]oxymethyl]-6-[(2-methylpropan-2-yl)oxy]-3,6-dihydro-2H-pyran-3-ol
• CAS: 1033614-94-6
• 化学式: C₂₃H₃₃NO₆
• 分子量: 419.518
• InChiKey: BSIWDSBSVRFMOG-JVTHYKSUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  92.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  t-butyl 6-O-[6'-O-(benzyl)-2',3',4'-trideoxy-4'-(N-nosylamino)-α-D-erythro-hex-2'-enopyranosyl]-2,3-dideoxy-β-D-threo-hex-2-enopyranoside 在 potassium carbonate 、 苯硫酚 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以64%的产率得到t-butyl 6-O-[6'-O-(benzyl)-2',3',4'-trideoxy-4'-amino-α-D-erythro-hex-2'-enopyranosyl]-2,3-dideoxy-β-D-threo-hex-2-enopyranoside
  参考文献：
  名称：

  Stereoselective Synthesis of 2,3-Unsaturated 1,6-Oligosaccharides by Means of a Glycal-Derived Allyl Epoxide and N-Nosyl Aziridine

  摘要：

  beta-D-threo- and 4-deoxy-4-amino-alpha-D-erythro-hex-2-enopyranosyl di- (n = 0) and trisaccharides (n = 1) of types A and B were synthetized by means of a reiterative, completely stereoselective glycosylation process which makes use of the D-galactal-derived allyl epoxide 1 beta and D-allal-derived allyl N-nosyl aziridine 2 alpha, respectively.

  DOI：

  10.1021/ol800793f