phenyl 6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: phenyl 6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside
• CAS No.: 277757-10-5
• Molecular Formula: C₂₄H₂₈O₆S
• Molecular Weight: 444.549
• Mol file: 277757-10-5.mol

Synonyms:phenyl 6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Chemical Property of phenyl 6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

There total 1 articles about phenyl 6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside 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:

acetic anhydride (108-24-7) + phenyl 2-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (124476-97-7) → phenyl 6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (277757-10-5)

Guidance literature:

dmap; In pyridine; at 0 - 25 ℃; for 1.5h;

DOI:10.1002/(SICI)1099-0690(200004)2000:8<1547::AID-EJOC1547<3.0.CO;2-C

Reference yield: 94.0%

phenyl 6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (277757-10-5) → 6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-D-galactopyranose

Guidance literature:

With N-Bromosuccinimide; In water; acetone; at -15 ℃; for 0.166667h;

DOI:10.1002/(SICI)1099-0690(200004)2000:8<1547::AID-EJOC1547<3.0.CO;2-C

Reference yield:

phenyl 6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (277757-10-5) → O-(6-O-acetyl-2-O-benzyl-3,4-O-isopropilidene-α-D-galactopyranosyl)-(1->6)-2-O-benzyl-3,4-O-isopropylidene-D-galactopyranose

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / NBS / acetone; H₂O / 0.17 h / -15 °C

2: K₂CO₃ / CH₂Cl₂ / 5.75 h / 25 °C

3: MS 4 Angstroem; CF₃SO₃SiMe₃ / diethyl ether / 2.25 h / 25 °C

4: 100 percent / NBS / acetone; H₂O / 0.08 h / -15 °C

With N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; MS 4 Angstroem; potassium carbonate; In diethyl ether; dichloromethane; water; acetone; 1: Hydrolysis / 2: Addition / 3: Etherification / 4: Hydrolysis;

DOI:10.1002/(SICI)1099-0690(200004)2000:8<1547::AID-EJOC1547<3.0.CO;2-C

upstream raw materials:

acetic anhydride

phenyl 2-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Downstream raw materials:

6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranosyl trichloroacetamidate

phenyl O-(6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranosyl)-(1->6)-2-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

O-(6-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranosyl)-(1->6)-2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl trichloracetimidate