2,3-di-O-benzyl-6-O-trityl-α-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside

Base Information

• Chemical Name: 2,3-di-O-benzyl-6-O-trityl-α-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside
• CAS No.: 112290-74-1
• Molecular Formula: C₇₃H₇₂O₁₁
• Molecular Weight: 1125.37

Synonyms:2,3-di-O-benzyl-6-O-trityl-α-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside

Chemical Property of 2,3-di-O-benzyl-6-O-trityl-α-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside

Chemical Property:

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Technology Process of 2,3-di-O-benzyl-6-O-trityl-α-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside

There total 1 articles about 2,3-di-O-benzyl-6-O-trityl-α-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside 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: 90.0%

trityl chloride (76-83-5) + 2,3-di-O-benzyl-α-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside (89499-93-4) → 2,3-di-O-benzyl-6-O-trityl-α-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside (112290-74-1)

Guidance literature:

With dmap; triethylamine; In N,N-dimethyl-formamide; for 18h; Ambient temperature;

DOI:10.1016/0008-6215(87)80228-8

Reference yield:

2,3-di-O-benzyl-6-O-trityl-α-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside (112290-74-1) → 2,3-di-O-benzyl-4-C-methyl-6-O-trityl-α-D-galactopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside (112290-73-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic anhydride, methyl sulphoxide / 3 h / 70 °C

2: diethyl ether / 2 h / -78 °C

With acetic anhydride; dimethyl sulfoxide; In diethyl ether;

DOI:10.1016/0008-6215(87)80228-8

Reference yield:

2,3-di-O-benzyl-6-O-trityl-α-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside (112290-74-1) → (2R,4R,5R,6R)-4,5-Bis-benzyloxy-6-((2S,3S,4R,5R)-3,4-bis-benzyloxy-2,5-bis-benzyloxymethyl-tetrahydro-furan-2-yloxy)-2-trityloxymethyl-dihydro-pyran-3-one

Guidance literature:

With acetic anhydride; dimethyl sulfoxide; at 70 ℃; for 3h;

DOI:10.1016/0008-6215(87)80228-8

upstream raw materials:

trityl chloride

2,3-di-O-benzyl-α-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside

Downstream raw materials:

2,3-di-O-benzyl-4-C-methyl-6-O-trityl-α-D-galactopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside

(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-((2S,3S,4R,5R)-3,4-bis-benzyloxy-2,5-bis-benzyloxymethyl-tetrahydro-furan-2-yloxy)-3-methyl-2-trityloxymethyl-tetrahydro-pyran-3-ol

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