2,4-di-O-benzoyl-3,6-di-O-benzyl-α-D-galactopyranosyl bromide

Base Information

• Chemical Name: 2,4-di-O-benzoyl-3,6-di-O-benzyl-α-D-galactopyranosyl bromide
• CAS No.: 78894-82-3
• Molecular Formula: C₃₄H₃₁BrO₇
• Molecular Weight: 631.52
• Mol file: 78894-82-3.mol

Synonyms:2,4-di-O-benzoyl-3,6-di-O-benzyl-α-D-galactopyranosyl bromide

Chemical Property of 2,4-di-O-benzoyl-3,6-di-O-benzyl-α-D-galactopyranosyl bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4-di-O-benzoyl-3,6-di-O-benzyl-α-D-galactopyranosyl bromide

There total 14 articles about 2,4-di-O-benzoyl-3,6-di-O-benzyl-α-D-galactopyranosyl bromide 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:

benzoyl chloride (98-88-4) → 2,4-di-O-benzoyl-3,6-di-O-benzyl-α-D-galactopyranosyl bromide (78894-82-3)

Guidance literature:

Multi-step reaction with 8 steps

1: pyridine / 0.75 h / -35 - 20 °C

2: hydrochloric acid (0.5M) / methanol

3: 1.) methanol, heating, 1 h; 2.) N,N-dimethylformamide, 100 deg C, 30 min

4: pyridine / 45 h / -35 - 20 °C

5: 94 percent / diazabicyclo<2.2.2.>octane, tris(triphenylphosphine)rhodium(I) chloride / ethanol / 2 h / Heating

6: mercuric oxide, mercuric chloride / acetone; H₂O / 0.08 h / Ambient temperature

7: 95.5 percent / methanol

8: hydrogen bromide / CH₂Cl₂ / 0.5 h

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; Wilkinson's catalyst; hydrogen bromide; mercury dichloride; mercury(II) oxide; In pyridine; methanol; ethanol; dichloromethane; water; acetone;

DOI:10.1016/S0008-6215(00)80851-4

Reference yield:

allyl 6-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranoside (6207-47-2) → 2,4-di-O-benzoyl-3,6-di-O-benzyl-α-D-galactopyranosyl bromide (78894-82-3)

Guidance literature:

Multi-step reaction with 8 steps

1: sodium hydride / benzene

2: hydrochloric acid (0.5M) / methanol

3: 1.) methanol, heating, 1 h; 2.) N,N-dimethylformamide, 100 deg C, 30 min

4: 81 percent / potassium tert-butoxide / dimethylformamide / 2 h / 85 °C

5: pyridine / 45 h / -35 - 20 °C

6: mercuric oxide, mercuric chloride / acetone; H₂O / 0.08 h / Ambient temperature

7: 95.5 percent / methanol

8: hydrogen bromide / CH₂Cl₂ / 0.5 h

With hydrogenchloride; potassium tert-butylate; hydrogen bromide; sodium hydride; mercury dichloride; mercury(II) oxide; In pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene;

DOI:10.1016/S0008-6215(00)80851-4

Reference yield:

2,4-di-O-benzoyl-3,6-di-O-benzyl-1-O-p-nitrobenzoyl-α-D-galactopyranose (78878-41-8) → 2,4-di-O-benzoyl-3,6-di-O-benzyl-α-D-galactopyranosyl bromide (78894-82-3)

Guidance literature:

With hydrogen bromide; In dichloromethane; for 0.5h;

DOI:10.1016/S0008-6215(00)80851-4

upstream raw materials:

2,4-di-O-benzoyl-3,6-di-O-benzyl-1-O-p-nitrobenzoyl-α-D-galactopyranose

allyl 6-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranoside

allyl 6-O-benzyl-2-O-(2-butenyl)-3,4-O-isopropylidene-α-D-galactopyranoside

allyl 6-O-benzyl-2-O-(2-butenyl)-α-D-galactopyranoside

Downstream raw materials:

propyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-3-O-(2,4-di-O-benzoyl-3,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside