phenyl 4-O-(6-deoxy-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

• Chemical Name: phenyl 4-O-(6-deoxy-β-D-galactopyranosyl)-β-D-glucopyranoside
• CAS No.: 847237-46-1
• Molecular Formula: C₁₈H₂₆O₁₀
• Molecular Weight: 402.398
• Mol file: 847237-46-1.mol

Synonyms:phenyl 4-O-(6-deoxy-β-D-galactopyranosyl)-β-D-glucopyranoside

Chemical Property of phenyl 4-O-(6-deoxy-β-D-galactopyranosyl)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 4-O-(6-deoxy-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 6 articles about phenyl 4-O-(6-deoxy-β-D-galactopyranosyl)-β-D-glucopyranoside 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:

C60H50O16 (847237-44-9) → phenyl 4-O-(6-deoxy-β-D-galactopyranosyl)-β-D-glucopyranoside (847237-46-1)

Guidance literature:

With sodium methylate; In methanol; at 70 ℃; for 0.5h;

DOI:10.1016/j.carres.2004.11.017

Reference yield:

1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose (3616-19-1,5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-60-8,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,52554-32-2,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4) → phenyl 4-O-(6-deoxy-β-D-galactopyranosyl)-β-D-glucopyranoside (847237-46-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 83 percent / molecular sieves 4 Angstroem; boron trifluoride etherate / CH₂Cl₂

2: 9.8 g / NaOMe / methanol / 20 °C

3: p-toluenesulfonic acid / dimethylformamide / 6 h / 50 °C / 150.01 Torr

4: 76 percent / pyridine / 3 h / 20 °C

5: 25 percent / BaCO₃; N-bromosuccinimide / CCl₄; 1,2-dichloro-ethane / 3 h / 85 °C

6: 0.12 g / molecular sieves 4 Angstroem; H₂ / Pd/C / methanol; ethyl acetate / 48 h

7: 0.03 g / NaOMe / methanol / 0.5 h / 70 °C

With N-Bromosuccinimide; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; sodium methylate; toluene-4-sulfonic acid; barium carbonate; palladium on activated charcoal; In pyridine; methanol; tetrachloromethane; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2004.11.017

Reference yield:

phenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tri-O-acetyl-α-D-glucopyranoside (34361-44-9) → phenyl 4-O-(6-deoxy-β-D-galactopyranosyl)-β-D-glucopyranoside (847237-46-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 9.8 g / NaOMe / methanol / 20 °C

2: p-toluenesulfonic acid / dimethylformamide / 6 h / 50 °C / 150.01 Torr

3: 76 percent / pyridine / 3 h / 20 °C

4: 25 percent / BaCO₃; N-bromosuccinimide / CCl₄; 1,2-dichloro-ethane / 3 h / 85 °C

5: 0.12 g / molecular sieves 4 Angstroem; H₂ / Pd/C / methanol; ethyl acetate / 48 h

6: 0.03 g / NaOMe / methanol / 0.5 h / 70 °C

With N-Bromosuccinimide; 4 A molecular sieve; hydrogen; sodium methylate; toluene-4-sulfonic acid; barium carbonate; palladium on activated charcoal; In pyridine; methanol; tetrachloromethane; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2004.11.017

upstream raw materials:

C₆₀H₅₀O₁₆

1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose

phenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tri-O-acetyl-α-D-glucopyranoside

phenol