p-Nitrobenzoyl 3-O-p-nitrobenzoyl-4-O-(3-N-trifluoroacetyl-4-O-p-nitrobenzoyl-α-L-daunosaminyl)-2-deoxy-L-fucoside

Base Information

• Chemical Name: p-Nitrobenzoyl 3-O-p-nitrobenzoyl-4-O-(3-N-trifluoroacetyl-4-O-p-nitrobenzoyl-α-L-daunosaminyl)-2-deoxy-L-fucoside
• CAS No.: 180182-58-5
• Molecular Formula: C₃₅H₃₁F₃N₄O₁₆
• Molecular Weight: 820.644
• Mol file: 180182-58-5.mol

Synonyms:

Chemical Property of p-Nitrobenzoyl 3-O-p-nitrobenzoyl-4-O-(3-N-trifluoroacetyl-4-O-p-nitrobenzoyl-α-L-daunosaminyl)-2-deoxy-L-fucoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-Nitrobenzoyl 3-O-p-nitrobenzoyl-4-O-(3-N-trifluoroacetyl-4-O-p-nitrobenzoyl-α-L-daunosaminyl)-2-deoxy-L-fucoside

There total 9 articles about p-Nitrobenzoyl 3-O-p-nitrobenzoyl-4-O-(3-N-trifluoroacetyl-4-O-p-nitrobenzoyl-α-L-daunosaminyl)-2-deoxy-L-fucoside 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:

4-nitro-benzoyl chloride (122-04-3) + C28H28F3N3O13 → p-Nitrobenzoyl 3-O-p-nitrobenzoyl-4-O-(3-N-trifluoroacetyl-4-O-p-nitrobenzoyl-α-L-daunosaminyl)-2-deoxy-L-fucoside (180182-58-5)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 2h; Yield given;

DOI:10.1039/P19960001327

Reference yield:

2,3,6-trideoxy-1,4-di-O-p-nitrobenzoyl-3-trifluoroacetamido-L-lyxopyranose (52583-22-9) → p-Nitrobenzoyl 3-O-p-nitrobenzoyl-4-O-(3-N-trifluoroacetyl-4-O-p-nitrobenzoyl-α-L-daunosaminyl)-2-deoxy-L-fucoside (180182-58-5)

Guidance literature:

Multi-step reaction with 4 steps

1: TMSOTf / CH₂Cl₂ / 12 h / Ambient temperature

2: 4 Angstroem molecular sieves, iodonium dicollidine perchlorate / 1,2-dichloro-ethane; diethyl ether / 2 h / 5 - 10 °C

3: Ce(NH₄)2(NO₃)6 / acetonitrile; H₂O / Ambient temperature

4: pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; iodonium di(2,4,6-trimethylpyridine) perchlorate; 4 A molecular sieve; In diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; acetonitrile;

DOI:10.1039/P19960001327

Reference yield:

4-nitro-benzoyl chloride (122-04-3) → p-Nitrobenzoyl 3-O-p-nitrobenzoyl-4-O-(3-N-trifluoroacetyl-4-O-p-nitrobenzoyl-α-L-daunosaminyl)-2-deoxy-L-fucoside (180182-58-5)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / CH₂Cl₂ / 1 h / -15 °C

2: 4 Angstroem molecular sieves, iodonium dicollidine perchlorate / 1,2-dichloro-ethane; diethyl ether / 2 h / 5 - 10 °C

3: Ce(NH₄)2(NO₃)6 / acetonitrile; H₂O / Ambient temperature

4: pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; ammonium cerium(IV) nitrate; iodonium di(2,4,6-trimethylpyridine) perchlorate; 4 A molecular sieve; In diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; acetonitrile;

DOI:10.1039/P19960001327

upstream raw materials:

4-nitro-benzoyl chloride

2,3,6-trideoxy-1,4-di-O-p-nitrobenzoyl-3-trifluoroacetamido-L-lyxopyranose

4-Nitro-benzoic acid (2S,3S,4S)-2-methyl-6-phenylsulfanyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

C₃₆H₃₆F₃N₃O₁₄

Downstream raw materials:

C₄₉H₄₄F₃N₃O₂₀

C₄₈H₄₂F₃N₃O₁₉