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

Base Information

• Chemical Name: 4-Nitro-benzoic acid (2S,3S,4S)-2-methyl-6-phenylsulfanyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester
• CAS No.: 179992-19-9
• Molecular Formula: C₂₁H₁₉F₃N₂O₆S
• Molecular Weight: 484.453
• Mol file: 179992-19-9.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about 4-Nitro-benzoic acid (2S,3S,4S)-2-methyl-6-phenylsulfanyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester 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:

2,3,6-trideoxy-1,4-di-O-p-nitrobenzoyl-3-trifluoroacetamido-L-lyxopyranose (52583-22-9) + phenylthiotrimethylsilane (4551-15-9) → 4-Nitro-benzoic acid (2S,3S,4S)-2-methyl-6-phenylsulfanyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester (179992-19-9)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1039/P19960001327

Reference yield:

4-Nitro-benzoic acid (2S,3S,4S)-2-methyl-6-phenylsulfanyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester (179992-19-9) + p-Methoxybenzyl 3-O-p-nitrobenzoyl-2-deoxyfucoside (179992-18-8) → C36H36F3N3O14 (180182-57-4)

Guidance literature:

With iodonium di(2,4,6-trimethylpyridine) perchlorate; 4 A molecular sieve; In diethyl ether; 1,2-dichloro-ethane; at 5 - 10 ℃; for 2h;

DOI:10.1039/P19960001327

Reference yield:

4-Nitro-benzoic acid (2S,3S,4S)-2-methyl-6-phenylsulfanyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester (179992-19-9) → C49H44F3N3O20 (180182-62-1)

Guidance literature:

Multi-step reaction with 4 steps

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

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

3: pyridine / CH₂Cl₂ / 2 h / 0 °C

4: CF₃SO₃SiMe₃ / CH₂Cl₂; diethyl ether / 1 h / -20 °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

upstream raw materials:

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

phenylthiotrimethylsilane

Downstream raw materials:

C₃₆H₃₆F₃N₃O₁₄

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

C₄₈H₄₂F₃N₃O₁₉

C₄₉H₄₄F₃N₃O₂₀