1,6-anhydro-2,4-di-O-benzyl-3-O-(3,6-di-O-acetyl-2-azido-4-O-benzyl-2-desoxy-β-D-galactopyranosyl)-β-D-galactopyranose

Base Information

• Chemical Name: 1,6-anhydro-2,4-di-O-benzyl-3-O-(3,6-di-O-acetyl-2-azido-4-O-benzyl-2-desoxy-β-D-galactopyranosyl)-β-D-galactopyranose
• CAS No.: 81087-09-4
• Molecular Formula: C₃₇H₄₁N₃O₁₁
• Molecular Weight: 703.746
• Mol file: 81087-09-4.mol

Synonyms:

Chemical Property of 1,6-anhydro-2,4-di-O-benzyl-3-O-(3,6-di-O-acetyl-2-azido-4-O-benzyl-2-desoxy-β-D-galactopyranosyl)-β-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,6-anhydro-2,4-di-O-benzyl-3-O-(3,6-di-O-acetyl-2-azido-4-O-benzyl-2-desoxy-β-D-galactopyranosyl)-β-D-galactopyranose

There total 4 articles about 1,6-anhydro-2,4-di-O-benzyl-3-O-(3,6-di-O-acetyl-2-azido-4-O-benzyl-2-desoxy-β-D-galactopyranosyl)-β-D-galactopyranose 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: 97.5%

acetic anhydride (108-24-7) + 3-O-(6-O-acetyl-2-azido-4-O-benzyl-2-desoxy-β-D-galactopyranosyl)-1,6-anhydro-2,4-di-O-benzyl-β-D-galactopyranose (80874-22-2) → 1,6-anhydro-2,4-di-O-benzyl-3-O-(3,6-di-O-acetyl-2-azido-4-O-benzyl-2-desoxy-β-D-galactopyranosyl)-β-D-galactopyranose (81087-09-4)

Guidance literature:

With pyridine; for 15h;

DOI:10.1016/S0008-6215(00)80791-0

Reference yield:

1,6-Anhydro-2,4-di-O-benzyl-β-D-galactopyranose (61074-17-7) → 1,6-anhydro-2,4-di-O-benzyl-3-O-(3,6-di-O-acetyl-2-azido-4-O-benzyl-2-desoxy-β-D-galactopyranosyl)-β-D-galactopyranose (81087-09-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 73.5 percent / silbersilicate / CH₂Cl₂ / 16 h / -20 deg C - room temperature

2: 87 percent / ammonia / diethyl ether / 0.5 h

3: 97.5 percent / pyridine / 15 h

With pyridine; silbersilicate; ammonia; In diethyl ether; dichloromethane;

DOI:10.1016/S0008-6215(00)80791-0

Reference yield:

6-O-Acetyl-2-azido-4-O-benzyl-2-desoxy-3-O-trichloracetyl-α-D-galactopyranosylbromid (77710-74-8) → 1,6-anhydro-2,4-di-O-benzyl-3-O-(3,6-di-O-acetyl-2-azido-4-O-benzyl-2-desoxy-β-D-galactopyranosyl)-β-D-galactopyranose (81087-09-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 73.5 percent / silbersilicate / CH₂Cl₂ / 16 h / -20 deg C - room temperature

2: 87 percent / ammonia / diethyl ether / 0.5 h

3: 97.5 percent / pyridine / 15 h

With pyridine; silbersilicate; ammonia; In diethyl ether; dichloromethane;

DOI:10.1016/S0008-6215(00)80791-0

upstream raw materials:

acetic anhydride

3-O-(6-O-acetyl-2-azido-4-O-benzyl-2-desoxy-β-D-galactopyranosyl)-1,6-anhydro-2,4-di-O-benzyl-β-D-galactopyranose

1,6-Anhydro-2,4-di-O-benzyl-β-D-galactopyranose

6-O-Acetyl-2-azido-4-O-benzyl-2-desoxy-3-O-trichloracetyl-α-D-galactopyranosylbromid

Downstream raw materials:

6-O-acetyl-2,4-di-O-benzyl-3-O-(3,6-di-O-acetyl-2-azido-4-O-benzyl-2-desoxy-β-D-galactopyranosyl)-α-D-galactopyranosyl bromid