1206803-52-2

Upstream product

• 103931-54-0 1,3,4-tri-O-benzyl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 
• 1206803-49-7 1,3,4-tri-O-benzyl-6-O-triethyl-silyl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 
• 617-86-7 triethylsilane 
• 1206803-51-1 6-O-acetyl-1,3,4-tri-O-benzyl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 

Downstream Products

• 1434152-51-8 1,3,4-tri-O-benzyl-6-O-acetyl-β-D-fructofuranosyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside 

Relevant academic research and scientific papers

Synthesis of raffinose family oligosaccharides by regioselective de-O-benzylation with Co2(CO)8/Et3SiH/CO system

A convenient approach for synthesis of raffinose, stachyose, and verbascose using sucrose as the starting material is presented. The key step is the regioselective de-O-benzylation with Co2(CO)8/Et 3SiH/CO system, followed by a high α-selective glycosylation. The newly developed de-O-benzylation system is efficient in removing the primary benzyl groups of sucrose and raffinose under mild condition and with high selectivity. Using thioglycoside as donor, NIS/AgOTf as promoter and DTBMP as additive, glycosylation of acid labile sucrose substrate is achieved in high yield.

Highly efficient and mild method for regioselective de-O-benzylation of saccharides by Co2(CO)8-Et3SiH-CO reagent system

[Chemical equation presented] A highly efficient and mild method for the de-O-benzylation of protected saccharides was developed by transforming terminal benzyl ethers Into silyl ethers using Co2(CO)8-Et 3SIH under 1 atm of CO. The method was successfully used for the de-O-benzylatlon of perbenzylated monosaccharides with various anomerlc protecting groups, as well as natural disaccharldes and trisaccharides such as sucrose, raffinose, and melezltose In good yields (>80%).