4-hydroxy-6-methyl-3-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-pyrone

Base Information

• Chemical Name: 4-hydroxy-6-methyl-3-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-pyrone
• CAS No.: 590410-77-8
• Molecular Formula: C₄₀H₄₀O₈
• Molecular Weight: 648.753
• Mol file: 590410-77-8.mol

Synonyms:4-hydroxy-6-methyl-3-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-pyrone

Chemical Property of 4-hydroxy-6-methyl-3-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-pyrone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-hydroxy-6-methyl-3-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-pyrone

There total 3 articles about 4-hydroxy-6-methyl-3-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-pyrone 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: 56.0%

4-hydroxy-6-methyl-2-pyron (675-10-5) + 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl fluoride (78153-79-4,89025-46-7,94898-42-7,101966-50-1,122741-44-0,143615-35-4,94898-43-8) → 6-methyl-4-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)-2-pyrone + 6-methyl-4-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)-2-pyrone + 4-hydroxy-6-methyl-3-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-pyrone (590410-77-8) + 4-hydroxy-6-methyl-3-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-2-pyrone (590410-78-9)

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/ol034873k

Reference yield: 56.0%

4-hydroxy-6-methyl-2-pyron (675-10-5) + 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl fluoride (143615-35-4) → 4-hydroxy-6-methyl-3-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-pyrone (590410-77-8) + 4-hydroxy-6-methyl-3-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-2-pyrone (590410-78-9)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; Inert atmosphere; Molecular sieve;

DOI:10.1002/anie.201702189

Reference yield: 40.0%

2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl fluoride (78153-79-4,89025-46-7,94898-42-7,101966-50-1,122741-44-0,143615-35-4,94898-43-8) + 6-Methyl-4-(trimethylsiloxy)-2H-pyran-2-on (104155-55-7) → 6-methyl-4-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)-2-pyrone + 6-methyl-4-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)-2-pyrone + 4-hydroxy-6-methyl-3-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-pyrone (590410-77-8) + 4-hydroxy-6-methyl-3-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-2-pyrone (590410-78-9)

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1021/ol034873k

upstream raw materials:

4-hydroxy-6-methyl-2-pyron

2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl fluoride

6-Methyl-4-(trimethylsiloxy)-2H-pyran-2-on

2,3,4,6-tetra-O-benzyl-D-galactopyranosyl fluoride

Downstream raw materials:

4-hydroxy-6-methyl-3-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-2-pyrone