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

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-rhamnoside
• CAS No.: 180182-56-3
• Molecular Formula: C₃₅H₃₁F₃N₄O₁₆
• Molecular Weight: 820.644
• Mol file: 180182-56-3.mol

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

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

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-rhamnoside

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-rhamnoside 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-rhamnoside (180182-56-3)

Guidance literature:

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

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-rhamnoside (180182-56-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / TMSOTf / CH₂Cl₂ / 0.67 h / -15 °C

2: 90 percent / Ce(NH₄)2(NO₃)6 / acetonitrile; H₂O / 1 h / Ambient temperature

3: pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; water; 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-rhamnoside (180182-56-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Bu₂SnO, 2.) Et₃N / 1.) toluene, reflux, 6 h, 2.) toluene, -40 deg C, 2 h

2: 79 percent / TMSOTf / CH₂Cl₂ / 0.67 h / -15 °C

3: 90 percent / Ce(NH₄)2(NO₃)6 / acetonitrile; H₂O / 1 h / Ambient temperature

4: pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; di(n-butyl)tin oxide; triethylamine; In dichloromethane; water; 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

Acetic acid (2S,3S,4R)-3-acetoxy-5-iodo-6-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-4-yl ester

(2S,3R,4S)-6-(4-Methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3,4-diol

Downstream raw materials:

C₄₉H₄₄F₃N₃O₂₀

C₄₈H₄₂F₃N₃O₁₉