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

Base Information

• Chemical Name: 2,3-di-O-benzyl-α-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside
• CAS No.: 89499-93-4
• Molecular Formula: C₅₄H₅₈O₁₁
• Molecular Weight: 883.048
• Mol file: 89499-93-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about 2,3-di-O-benzyl-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: 83.0%

2,3-di-O-benzyl-4,6-O-isopropylidene-α-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside (89499-92-3) → 2,3-di-O-benzyl-α-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside (89499-93-4)

Guidance literature:

With water; In acetic acid; acetone; at 85 - 90 ℃; for 0.5h;

DOI:10.1016/0008-6215(84)85160-5

Reference yield:

4,6-di-O-benzoyl-2,3-di-O-benzyl-α-D-galactopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside (92596-09-3) → (2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-((2S,3S,4R,5R)-3,4-bis-benzyloxy-2,5-bis-benzyloxymethyl-tetrahydro-furan-2-yloxy)-2-hydroxymethyl-tetrahydro-pyran-3-ol (89499-93-4)

Guidance literature:

With methanol; sodium methylate; In methanol; Ambient temperature; pH:9-10;

DOI:10.1016/0008-6215(84)85256-8

Reference yield:

2,3-di-O-benzyl-α-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside (89499-93-4) → (2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-((2S,3S,4R,5R)-3,4-bis-benzyloxy-2,5-bis-benzyloxymethyl-tetrahydro-furan-2-yloxy)-2-hydroxymethyl-tetrahydro-pyran-3-ol (89499-93-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / pyridine / Ambient temperature

2: 85 percent / hexamethylphosphoric triamide / 96 h / 100 °C

3: 1 M sodium methoxide, methanol / methanol / Ambient temperature; pH:9-10

With pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium methylate; In methanol;

DOI:10.1016/0008-6215(84)85256-8

upstream raw materials:

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

4,6-O-isopropylidene sucrose hexabenzoate

benzoyl chloride

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

Downstream raw materials:

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

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

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

2,3-di-O-benzyl-4,6-dideoxy-4,6-difluoro-α-D-galactopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside