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

Base Information

• Chemical Name: 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
• CAS No.: 78878-53-2
• Molecular Formula: C₅₉H₆₃NO₁₃
• Molecular Weight: 994.148
• Mol file: 78878-53-2.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 16 articles about 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 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: 69.0%

propyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (72366-33-7) + 2,4-di-O-benzoyl-3,6-di-O-benzyl-α-D-galactopyranosyl bromide (78894-82-3) → 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 (78878-53-2)

Guidance literature:

With mercury(II) cyanide; In nitromethane; toluene; for 3h; Ambient temperature;

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

Reference yield:

1-propenyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (74948-65-5) → 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 (78878-53-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / H₂ / palladium-on-carbon (10percent) / methanol / 1 h / 760 Torr

2: 69 percent / mercuric cyanide / toluene; nitromethane / 3 h / Ambient temperature

With hydrogen; mercury(II) cyanide; palladium on activated charcoal; In methanol; nitromethane; toluene;

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

Reference yield:

benzoyl chloride (98-88-4) → 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 (78878-53-2)

Guidance literature:

Multi-step reaction with 9 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

9: 69 percent / mercuric cyanide / toluene; nitromethane / 3 h / Ambient temperature

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

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

upstream raw materials:

propyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

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

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