6-O-acetyl-2,5-anhydro-3,4-di-O-benzoyl-1-O-[2',3',4',6',2,3,6-hepta-O-acetyl-β-maltopyranosyl]-D-mannitol

Base Information

• Chemical Name: 6-O-acetyl-2,5-anhydro-3,4-di-O-benzoyl-1-O-[2',3',4',6',2,3,6-hepta-O-acetyl-β-maltopyranosyl]-D-mannitol
• CAS No.: 862607-84-9
• Molecular Formula: C₄₈H₅₆O₂₅
• Molecular Weight: 1032.96
• Mol file: 862607-84-9.mol

Synonyms:6-O-acetyl-2,5-anhydro-3,4-di-O-benzoyl-1-O-[2',3',4',6',2,3,6-hepta-O-acetyl-β-maltopyranosyl]-D-mannitol

Chemical Property of 6-O-acetyl-2,5-anhydro-3,4-di-O-benzoyl-1-O-[2',3',4',6',2,3,6-hepta-O-acetyl-β-maltopyranosyl]-D-mannitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-O-acetyl-2,5-anhydro-3,4-di-O-benzoyl-1-O-[2',3',4',6',2,3,6-hepta-O-acetyl-β-maltopyranosyl]-D-mannitol

There total 4 articles about 6-O-acetyl-2,5-anhydro-3,4-di-O-benzoyl-1-O-[2',3',4',6',2,3,6-hepta-O-acetyl-β-maltopyranosyl]-D-mannitol 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: 33.0%

2,5-anhydro-3,4-di-O-benzoyl-D-mannitol (121635-46-9) + phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (5346-81-6,28022-13-1,28022-14-2) → 6-O-acetyl-2,5-anhydro-3,4-di-O-benzoyl-1-O-[2',3',4',6',2,3,6-hepta-O-acetyl-β-maltopyranosyl]-D-mannitol (862607-84-9)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -40 ℃; for 0.25h;

DOI:10.1016/j.carres.2005.05.006

Reference yield:

C58H48O7 (862607-76-9) → 6-O-acetyl-2,5-anhydro-3,4-di-O-benzoyl-1-O-[2',3',4',6',2,3,6-hepta-O-acetyl-β-maltopyranosyl]-D-mannitol (862607-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / acetic acid / H₂O / 1 h / 80 °C

2: 33 percent / NIS; TfOH / CH₂Cl₂ / 0.25 h / -40 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; acetic acid; In dichloromethane; water;

DOI:10.1016/j.carres.2005.05.006

Reference yield:

(2R,3R,4R,5R)-3,4-dihydroxy-2,5-di(trityloxymethyl)tetrahydrofuran (68774-47-0) → 6-O-acetyl-2,5-anhydro-3,4-di-O-benzoyl-1-O-[2',3',4',6',2,3,6-hepta-O-acetyl-β-maltopyranosyl]-D-mannitol (862607-84-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 17.0 g / pyridine / 3 h / 20 °C

2: 35 percent / acetic acid / H₂O / 1 h / 80 °C

3: 33 percent / NIS; TfOH / CH₂Cl₂ / 0.25 h / -40 °C

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; acetic acid; In dichloromethane; water;

DOI:10.1016/j.carres.2005.05.006

upstream raw materials:

2,5-anhydro-3,4-di-O-benzoyl-D-mannitol

phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

C₅₈H₄₈O₇

(2R,3R,4R,5R)-3,4-dihydroxy-2,5-di(trityloxymethyl)tetrahydrofuran