3,4,6-tri-O-acetyl-1-O-tert-butyldiphenylsilyl-β-D-fructofuranosyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside

Base Information

Chemical Name:3,4,6-tri-O-acetyl-1-O-tert-butyldiphenylsilyl-β-D-fructofuranosyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside
CAS No.:309261-86-7
Molecular Formula:C₄₂H₅₄O₁₈Si
Molecular Weight:874.965
Hs Code.:

Synonyms:3,4,6-tri-O-acetyl-1-O-tert-butyldiphenylsilyl-β-D-fructofuranosyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside

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Chemical Property of 3,4,6-tri-O-acetyl-1-O-tert-butyldiphenylsilyl-β-D-fructofuranosyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside

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Technology Process of 3,4,6-tri-O-acetyl-1-O-tert-butyldiphenylsilyl-β-D-fructofuranosyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside

There total 8 articles about 3,4,6-tri-O-acetyl-1-O-tert-butyldiphenylsilyl-β-D-fructofuranosyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

: C₂₈H₄₀O₁₁Si

: 108-24-7
acetic anhydride

: 309261-86-7
3,4,6-tri-O-acetyl-1-O-tert-butyldiphenylsilyl-β-D-fructofuranosyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside

Guidance literature:: With dmap; In pyridine; at 21 - 23 ℃; for 24h;
DOI:10.1021/jacs.5b13384

Reference yield:

: 108-24-7
acetic anhydride

: Acetic acid (2S,3S,4R,5R)-4-acetoxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester

: 309261-86-7
3,4,6-tri-O-acetyl-1-O-tert-butyldiphenylsilyl-β-D-fructofuranosyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside

Guidance literature:: With dmap; In pyridine; at 25 ℃;
DOI:10.1016/S0008-6215(00)00119-1

Reference yield:

: 81087-02-7
6,1',6'-tri-(O-tert-butyldiphenylsilyl)sucrose penta-acetate

: 309261-86-7
3,4,6-tri-O-acetyl-1-O-tert-butyldiphenylsilyl-β-D-fructofuranosyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: Bu₄NF / tetrahydrofuran / 25 °C

2: DMAP / pyridine / 25 °C

With dmap; tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine; 1: selective O-desilylation / 2: acetylation;
DOI:10.1016/S0008-6215(00)00119-1