1,2,3,4-tetra-O-acetyl-6-O-(p-tolylsulfonyl)-β-D-galactopyranose

Base Information

• Chemical Name: 1,2,3,4-tetra-O-acetyl-6-O-(p-tolylsulfonyl)-β-D-galactopyranose
• CAS No.: 106248-66-2
• Molecular Formula: C₂₁H₂₆O₁₂S
• Molecular Weight: 502.496
• Mol file: 106248-66-2.mol

Synonyms:1,2,3,4-tetra-O-acetyl-6-O-(p-tolylsulfonyl)-β-D-galactopyranose

Chemical Property of 1,2,3,4-tetra-O-acetyl-6-O-(p-tolylsulfonyl)-β-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2,3,4-tetra-O-acetyl-6-O-(p-tolylsulfonyl)-β-D-galactopyranose

There total 3 articles about 1,2,3,4-tetra-O-acetyl-6-O-(p-tolylsulfonyl)-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: 79.0%

6-O-(p-Tolylsulfonyl)-D-galactopyranose (6619-07-4,26391-80-0,121363-57-3,121363-64-2,121363-65-3,121363-70-0) + acetic anhydride (108-24-7) → 1,2,3,4-tetra-O-acetyl-6-O-(p-tolylsulfonyl)-β-D-galactopyranose (106248-66-2)

Guidance literature:

With pyridine; for 12h;

Reference yield:

(1,2:3,4-di-O-isopropylidene-6-O-(p-toluensulfonate))-D-galactopiranose (4478-43-7) → 1,2,3,4-tetra-O-acetyl-6-O-(p-tolylsulfonyl)-β-D-galactopyranose (106248-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 90.5 percent / aq. CF₃COOH / CH₂Cl₂ / 16 h

2: 79 percent / pyridine / 12 h

With pyridine; trifluoroacetic acid; In dichloromethane;

Reference yield:

O6-(toluene-4-sulfonyl)-β-D-galactopyranose (6619-07-4) + acetic anhydride (108-24-7) → 1,2,3,4-tetra-O-acetyl-6-O-(p-tolylsulfonyl)-β-D-galactopyranose (106248-66-2)

Guidance literature:

With pyridine; at -10 ℃; Nebenprod. 2: O¹,O²,O³,O⁵-Tetraacetyl-O⁶--β-D-galactofuranose(?);

upstream raw materials:

6-O-(p-Tolylsulfonyl)-D-galactopyranose

acetic anhydride

O⁶-(toluene-4-sulfonyl)-β-D-galactopyranose

(1,2:3,4-di-O-isopropylidene-6-O-(p-toluensulfonate))-D-galactopiranose

Downstream raw materials:

3,6-anhydro-D-lyxo-hexosulose 1,2-bis(phenylhydrazone)

methyl 6-O-p-tolylsulfonyl-β-D-galactopyranoside

3,6-anhydro-D-galactose

methyl 2,3,4-tri-O-acetyl-6-O-p-toluenesulfonyl-β-D-galactopyranoside