p-trifluoroacetamidophenyl 4-O-benzyl-2-O-<4-O-(2,4-di-O-benzyl-3,6-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranosyl>-3-O-methyl-α-L-rhamnopryranoside

Base Information

• Chemical Name: p-trifluoroacetamidophenyl 4-O-benzyl-2-O-<4-O-(2,4-di-O-benzyl-3,6-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranosyl>-3-O-methyl-α-L-rhamnopryranoside
• CAS No.: 150412-54-7
• Molecular Formula: C₅₂H₆₄F₃NO₁₅
• Molecular Weight: 1000.07
• Mol file: 150412-54-7.mol

Synonyms:

Chemical Property of p-trifluoroacetamidophenyl 4-O-benzyl-2-O-<4-O-(2,4-di-O-benzyl-3,6-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranosyl>-3-O-methyl-α-L-rhamnopryranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-trifluoroacetamidophenyl 4-O-benzyl-2-O-<4-O-(2,4-di-O-benzyl-3,6-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranosyl>-3-O-methyl-α-L-rhamnopryranoside

There total 4 articles about p-trifluoroacetamidophenyl 4-O-benzyl-2-O-<4-O-(2,4-di-O-benzyl-3,6-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranosyl>-3-O-methyl-α-L-rhamnopryranoside 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:

benzyl bromide (100-39-0) → p-trifluoroacetamidophenyl 4-O-benzyl-2-O-<4-O-(2,4-di-O-benzyl-3,6-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranosyl>-3-O-methyl-α-L-rhamnopryranoside (150412-54-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 72.2 percent / KOH / dimethylformamide / 4 h / 0 °C

2: 96.8 percent / trifluoroacetic acid, water / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 1.) dibutyltin oxide / 1.) benzene, reflux, 3 h, 2.) DMF, 50 deg C, overnight

4: 56.7 percent / methyl triflate, molecular sieves 4 Angstroem / CH₂Cl₂ / 20 h

5: H₂ / Adam's catalyst / ethyl acetate / 1 h / Ambient temperature

6: pyridine / ethyl acetate / 0.5 h / 60 °C

With pyridine; potassium hydroxide; 4 A molecular sieve; water; hydrogen; di(n-butyl)tin oxide; trifluoroacetic acid; methyl trifluoromethanesulfonate; platinum(IV) oxide; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(93)80099-Z

Reference yield:

p-nitrophenyl α-L-rhamnopyranoside (1226-39-7,10231-84-2,18918-31-5,22153-71-5,33095-26-0,73351-15-2,74032-91-0,140387-70-8) → p-trifluoroacetamidophenyl 4-O-benzyl-2-O-<4-O-(2,4-di-O-benzyl-3,6-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranosyl>-3-O-methyl-α-L-rhamnopryranoside (150412-54-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 81.8 percent / p-toluenesulfonic acid

2: 72.2 percent / KOH / dimethylformamide / 4 h / 0 °C

3: 96.8 percent / trifluoroacetic acid, water / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 1.) dibutyltin oxide / 1.) benzene, reflux, 3 h, 2.) DMF, 50 deg C, overnight

5: 56.7 percent / methyl triflate, molecular sieves 4 Angstroem / CH₂Cl₂ / 20 h

6: H₂ / Adam's catalyst / ethyl acetate / 1 h / Ambient temperature

7: pyridine / ethyl acetate / 0.5 h / 60 °C

With pyridine; potassium hydroxide; 4 A molecular sieve; water; hydrogen; di(n-butyl)tin oxide; toluene-4-sulfonic acid; trifluoroacetic acid; methyl trifluoromethanesulfonate; platinum(IV) oxide; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(93)80099-Z

Reference yield:

p-nitrophenyl 4-O-benzyl-2-O-<4-O-(2,4-di-O-benzyl-3,6-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranosyl>-3-O-methyl-α-L-rhamnopryranoside (150424-95-6) → p-trifluoroacetamidophenyl 4-O-benzyl-2-O-<4-O-(2,4-di-O-benzyl-3,6-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranosyl>-3-O-methyl-α-L-rhamnopryranoside (150412-54-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Adam's catalyst / ethyl acetate / 1 h / Ambient temperature

2: pyridine / ethyl acetate / 0.5 h / 60 °C

With pyridine; hydrogen; platinum(IV) oxide; In ethyl acetate;

DOI:10.1016/0008-6215(93)80099-Z

upstream raw materials:

4-{(2S,3R,4R,5S,6S)-5-Benzyloxy-3-[(2S,3R,4R,5S,6S)-5-((2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-4-methoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dimethoxy-6-methyl-tetrahydro-pyran-2-yloxy]-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy}-phenylamine

trifluoroacetic anhydride

benzyl bromide

p-nitrophenyl 4-O-benzyl-2-O-<4-O-(2,4-di-O-benzyl-3,6-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranosyl>-3-O-methyl-α-L-rhamnopryranoside