2-Nitrophenyl2,3,4,6-tetra-O-acetyl-b-D-galactopyranoside synthesis
- Product Name:2-Nitrophenyl2,3,4,6-tetra-O-acetyl-b-D-galactopyranoside
- CAS Number:3053-17-6
- Molecular formula:C20H23NO12
- Molecular Weight:469.4
Yield:3053-17-6 94%
Reaction Conditions:
Stage #1: 2-hydroxynitrobenzenewith C16H28AgN4(1+);N-benzyl-N,N,N-triethylammonium chloride at 25; for 0.333333 h;
Stage #2: 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside at 25; for 3 h;
Steps:
glycosidation of 1a with various phenols in BMIm*BF4 or BMIM*PF6
Ag2CO3 (2 equiv) and BTEACl (2 equiv) were stirred in the RTIL (1.5 g) at room temperature for 1 h followed by addition of phenol (1.5 equiv). After 20 min at 25 °C, 1a (0.7 mmol) was added to the reaction mixture
References:
Talisman, Ian Jamie;Kumar, Vineet;Razzaghy, Jacqueline;Malhotra, Sanjay V. [Carbohydrate Research,2011,vol. 346,# 7,p. 883 - 890] Location in patent:experimental part
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