3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-α-D-mannopyranosyl chloride

Base Information

• Chemical Name: 3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-α-D-mannopyranosyl chloride
• CAS No.: 104684-56-2
• Molecular Formula: C₃₄H₃₅ClO₇S
• Molecular Weight: 623.167
• Mol file: 104684-56-2.mol

Synonyms:3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-α-D-mannopyranosyl chloride

Chemical Property of 3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-α-D-mannopyranosyl chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-α-D-mannopyranosyl chloride

There total 4 articles about 3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-α-D-mannopyranosyl chloride 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%

3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-β-D-mannopyranose (104652-37-1) → 3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-α-D-mannopyranosyl chloride (104684-56-2)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 0 ℃;

DOI:10.1246/bcsj.59.1587

Reference yield: 23.0%

3,4,6-tri-O-benzyl-D-mannopyranose (20672-66-6) + benzenesulfonyl chloride (1939-99-7) → 3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-α-D-mannopyranosyl chloride (104684-56-2) + 3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-β-D-mannopyranose (104652-37-1)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; Ambient temperature;

DOI:10.1246/bcsj.59.1587

Reference yield:

3,4,6-tri-O-benzyl-D-mannopyranose (20672-66-6) → 3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-α-D-mannopyranosyl chloride (104684-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 23 percent / 2,6-lutidine / CH₂Cl₂ / Ambient temperature

2: 90 percent / HCl / diethyl ether / 0 °C

With 2,6-dimethylpyridine; hydrogenchloride; In diethyl ether; dichloromethane;

DOI:10.1246/bcsj.59.1587

upstream raw materials:

3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-β-D-mannopyranose

3,4,6-tri-O-benzyl-D-mannopyranose

benzenesulfonyl chloride

Downstream raw materials:

methyl 3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-β-D-mannopyranoside

methyl 3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-α-D-mannopyranoside

methyl 2,4,6-tri-O-benzyl-3-O-(3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-β-D-mannopyranosyl)-α-D-mannopyranoside

methyl 2,4,6-tri-O-benzyl-3-O-(3,4,6-tri-O-benzyl-β-D-mannopyranosyl)-α-D-mannopyranoside