3,4,6-tri-O-acetyl-2-(2,4-dinitroanilino)-2-deoxy-α-D-glucopyranosyl 1',3',4',6'-tetra-O-benzyl-β-D-fructofuranoside

Base Information

• Chemical Name: 3,4,6-tri-O-acetyl-2-(2,4-dinitroanilino)-2-deoxy-α-D-glucopyranosyl 1',3',4',6'-tetra-O-benzyl-β-D-fructofuranoside
• CAS No.: 73488-63-8
• Molecular Formula: C₅₂H₅₅N₃O₁₇
• Molecular Weight: 994.019
• Mol file: 73488-63-8.mol

Synonyms:3,4,6-tri-O-acetyl-2-(2,4-dinitroanilino)-2-deoxy-α-D-glucopyranosyl 1',3',4',6'-tetra-O-benzyl-β-D-fructofuranoside

Chemical Property of 3,4,6-tri-O-acetyl-2-(2,4-dinitroanilino)-2-deoxy-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 3,4,6-tri-O-acetyl-2-(2,4-dinitroanilino)-2-deoxy-α-D-glucopyranosyl 1',3',4',6'-tetra-O-benzyl-β-D-fructofuranoside

There total 2 articles about 3,4,6-tri-O-acetyl-2-(2,4-dinitroanilino)-2-deoxy-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: 28.7%

1,3,4,6-tetra-O-benzyl-α,β-D-fructofuranose (28697-72-5) + 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitroanilino)-α-D-glucopyranosyl bromide (3068-36-8) → 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitroanilino)-α-D-glucopyranose (84635-46-1) + 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitroanilino)-α-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-α-D-fructofuranoside (84039-29-2) + 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitroanilino)-β-D-glucopyranosyl 1,3,4,6-tetra-O-benzyl-β-D-fructofuranoside (84039-30-5) + 3,4,6-tri-O-acetyl-2-(2,4-dinitroanilino)-2-deoxy-α-D-glucopyranosyl 1',3',4',6'-tetra-O-benzyl-β-D-fructofuranoside (73488-63-8)

Guidance literature:

With tribenzylamine; silver perchlorate; In benzene; for 24h; Ambient temperature;

DOI:10.1016/0008-6215(82)84045-7

Reference yield: 22.0%

1,3,4,6-tetra-O-benzyl-α,β-D-fructofuranose (28697-72-5) + 3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitroanilino)-α-D-glucopyranosyl bromide (3068-36-8) → 3,4,6-tri-O-acetyl-2-(2,4-dinitroanilino)-2-deoxy-α-D-glucopyranosyl 1',3',4',6'-tetra-O-benzyl-β-D-fructofuranoside (73488-63-8)

Guidance literature:

With tribenzylamine; silver perchlorate; In benzene; for 24h; Ambient temperature; dark;

DOI:10.1246/cl.1980.183

Reference yield: 98.0%

3,4,6-tri-O-acetyl-2-(2,4-dinitroanilino)-2-deoxy-α-D-glucopyranosyl 1',3',4',6'-tetra-O-benzyl-β-D-fructofuranoside (73488-63-8) → (2R,3S,4R,5R,6R)-6-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-2,5-bis-benzyloxymethyl-tetrahydro-furan-2-yloxy)-5-(2,4-dinitro-phenylamino)-2-hydroxymethyl-tetrahydro-pyran-3,4-diol

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/0008-6215(82)84045-7

upstream raw materials:

1,3,4,6-tetra-O-benzyl-α,β-D-fructofuranose

3,4,6-tri-O-acetyl-2-deoxy-2-(2,4-dinitroanilino)-α-D-glucopyranosyl bromide