2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl fluoride

Base Information

• Chemical Name: 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl fluoride
• CAS No.: 107715-16-2
• Molecular Formula: C₆₁H₆₃FO₁₀
• Molecular Weight: 975.164
• Mol file: 107715-16-2.mol

Synonyms:2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl fluoride

Chemical Property of 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl fluoride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl fluoride

There total 3 articles about 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl fluoride 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: 88.0%

2,3,6-tri-O-benzyl-4-O-(2′,3′,4′,6′-tetra-O-benzyl-β-D-galactopyranosyl)-D-glucopyranose (108811-21-8,108811-27-4,115988-74-4,132683-15-9,148968-90-5) → 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride (681282-27-9) + 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl fluoride (107715-16-2)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at -20 ℃; for 1h;

DOI:10.1021/ja204831z

Reference yield:

benzyl bromide (100-39-0) + β-D-galactopyranosyl-(1->4)-α-D-glucopyranosyl fluoride (7584-85-2,7792-96-3,30048-41-0,66701-54-0,71328-30-8,103531-01-7,149342-82-5) → 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl fluoride (107715-16-2)

Guidance literature:

With silver(l) oxide; In N,N-dimethyl-formamide; for 2h; Yield given; Ambient temperature;

DOI:10.1055/s-1988-27486

Reference yield:

phenyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside (183064-37-1) → 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride (681282-27-9) + 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl fluoride (107715-16-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; water / acetone / 1 h / Cooling with ice

2: diethylamino-sulfur trifluoride / dichloromethane / 1 h / -20 °C

With N-Bromosuccinimide; diethylamino-sulfur trifluoride; water; In dichloromethane; acetone;

DOI:10.1021/ja204831z

upstream raw materials:

benzyl bromide

β-D-galactopyranosyl-(1->4)-α-D-glucopyranosyl fluoride

2,3,6-tri-O-benzyl-4-O-(2′,3′,4′,6′-tetra-O-benzyl-β-D-galactopyranosyl)-D-glucopyranose

phenyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside