1,3,4-tri-O-benzyl-6-O-trityl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

Base Information

• Chemical Name: 1,3,4-tri-O-benzyl-6-O-trityl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside
• CAS No.: 103931-53-9
• Molecular Formula: C₈₀H₇₈O₁₁
• Molecular Weight: 1215.49

Synonyms:1,3,4-tri-O-benzyl-6-O-trityl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

Chemical Property of 1,3,4-tri-O-benzyl-6-O-trityl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

Chemical Property:

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Technology Process of 1,3,4-tri-O-benzyl-6-O-trityl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

There total 2 articles about 1,3,4-tri-O-benzyl-6-O-trityl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-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: 89.0%

benzyl chloride (100-44-7) + 2,3,6,1',3',4'-hexa-O-acetyl-6'-O-trityl-sucrose (40010-26-2) → 1,3,4-tri-O-benzyl-6-O-trityl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (103931-53-9)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; for 2h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90395-1

Reference yield:

benzyl bromide (100-39-0) + trityl chloride (76-83-5) + Sucrose (57-50-1) → 1,3,4,6-tetra-O-benzyl-β-D-fructofuranosyl-2,3,4-tri-O-benzyl-6-O-trityl-α-D-glucopyranoside (103946-98-1) + 1,3,4-tri-O-benzyl-6-O-trityl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (103931-53-9)

Guidance literature:

trityl chloride; Sucrose; With pyridine; at 20 ℃; for 20h; Inert atmosphere;

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Inert atmosphere;

benzyl bromide; With tetrabutylammomium bromide; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/j.carres.2010.10.003

Reference yield: 78.0%

1,3,4-tri-O-benzyl-6-O-trityl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (103931-53-9) → 1,3,4-tri-O-benzyl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (103931-54-0)

Guidance literature:

With trifluoroacetic acid; In chloroform; water; for 0.333333h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90395-1

upstream raw materials:

benzyl chloride

2,3,6,1',3',4'-hexa-O-acetyl-6'-O-trityl-sucrose

benzyl bromide

trityl chloride

Downstream raw materials:

1,3,4-tri-O-benzyl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

1,3,4-tri-O-benzyl-7-deoxy-(β-D-altro,α-L-galacto)-hept-2-ulofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

(2S,3R,4S,5S)-3,4-Bis-benzyloxy-5-benzyloxymethyl-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-carbaldehyde

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