4-trifluoroacetamidophenyl 2-acetamido-4-O-(2-acetamido-2-deoxyglucopyranosyl)-2-deoxymannopyranosiduronic acid

Base Information

Chemical Name:4-trifluoroacetamidophenyl 2-acetamido-4-O-(2-acetamido-2-deoxyglucopyranosyl)-2-deoxymannopyranosiduronic acid
CAS No.:140686-60-8
Molecular Formula:C₂₄H₃₀F₃N₃O₁₃
Molecular Weight:625.51
Hs Code.:
Mol file:140686-60-8.mol

Synonyms:b-D-Mannopyranosiduronic acid,4-[(trifluoroacetyl)amino]phenyl 2-(acetylamino)-4-O-[2-(acetylamino)-2-deoxy-b-D-glucopyranosyl]-2-deoxy- (9CI)

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Chemical Property of 4-trifluoroacetamidophenyl 2-acetamido-4-O-(2-acetamido-2-deoxyglucopyranosyl)-2-deoxymannopyranosiduronic acid

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Boiling Point:1008.3°Cat760mmHg
Flash Point:563.6°C
PSA：249.42000
Density:1.61g/cm³
LogP:-0.67620

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 4-trifluoroacetamidophenyl 2-acetamido-4-O-(2-acetamido-2-deoxyglucopyranosyl)-2-deoxymannopyranosiduronic acid

There total 12 articles about 4-trifluoroacetamidophenyl 2-acetamido-4-O-(2-acetamido-2-deoxyglucopyranosyl)-2-deoxymannopyranosiduronic acid 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:

: 99409-32-2
ethyl-3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 140686-60-8
p-trifluoroacetamidophenyl 2-acetamido-4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-mannopyranosiduronic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 96 percent / dimethyl(methylthio)sulfonium triflate, 2,6-di-tert-butyl-4-methylpyridine, molecular sieves / CH₂Cl₂ / 3 h / Ambient temperature

2: 1) hydrazine hydrate, 2) pyridine / 1) ethanol, reflux, overnight

3: 99 percent / triethylammonium fluoride / tetrahydrofuran

4: 32 percent / acetic anhydride, pyridinium dichromate / CH₂Cl₂ / Ambient temperature

5: 1) triphenylphosphine, 2) water / 1) CH₂Cl₂, r.t., overnight, 2) reflux, 12 h

6: pyridine / CH₂Cl₂ / 1 h / 0 °C

7: 1) aluminum amalgam, 2) pyridine / 1) aq. 80percent THF, r.t., 1 h, 2) CH₂Cl₂, 0 deg C, 1 h

8: 91 percent / hydrogen / 10percent Pd-C / ethyl acetate; H₂O / 3000.2 Torr

9: 1) formic acid, 2) sodium methoxide / 1) r.t., 6 h, 2) methanol, r.t., overnight

With pyridine; dipyridinium dichromate; formic acid; 2,6-di-tert-butyl-4-methylpyridine; molecular sieve; aluminium amalgam; water; hydrogen; sodium methylate; acetic anhydride; hydrazine hydrate; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triethylamine hydrofluoride; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1016/0008-6215(92)80050-B

Reference yield:

: 140851-33-8
p-nitrophenyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-mannopyranoside

: 140686-60-8
p-trifluoroacetamidophenyl 2-acetamido-4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-mannopyranosiduronic acid

Guidance literature:: Multi-step reaction with 11 steps

1: 68 percent / sodium hydride / dimethylformamide / 1 h / Ambient temperature

2: 1) aq. 70percent acetic acid, 2) pyridine / 1) 70 deg C, 1.5 h, 2) overnight

3: 96 percent / dimethyl(methylthio)sulfonium triflate, 2,6-di-tert-butyl-4-methylpyridine, molecular sieves / CH₂Cl₂ / 3 h / Ambient temperature

4: 1) hydrazine hydrate, 2) pyridine / 1) ethanol, reflux, overnight

5: 99 percent / triethylammonium fluoride / tetrahydrofuran

6: 32 percent / acetic anhydride, pyridinium dichromate / CH₂Cl₂ / Ambient temperature

7: 1) triphenylphosphine, 2) water / 1) CH₂Cl₂, r.t., overnight, 2) reflux, 12 h

8: pyridine / CH₂Cl₂ / 1 h / 0 °C

9: 1) aluminum amalgam, 2) pyridine / 1) aq. 80percent THF, r.t., 1 h, 2) CH₂Cl₂, 0 deg C, 1 h

10: 91 percent / hydrogen / 10percent Pd-C / ethyl acetate; H₂O / 3000.2 Torr

11: 1) formic acid, 2) sodium methoxide / 1) r.t., 6 h, 2) methanol, r.t., overnight

With pyridine; dipyridinium dichromate; formic acid; 2,6-di-tert-butyl-4-methylpyridine; molecular sieve; aluminium amalgam; water; hydrogen; sodium methylate; acetic anhydride; sodium hydride; hydrazine hydrate; acetic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triethylamine hydrofluoride; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(92)80050-B

Reference yield:

: 140686-51-7
p-nitrophenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-mannopyranoside

: 140686-60-8
p-trifluoroacetamidophenyl 2-acetamido-4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-mannopyranosiduronic acid

Guidance literature:: Multi-step reaction with 10 steps

1: 1) aq. 70percent acetic acid, 2) pyridine / 1) 70 deg C, 1.5 h, 2) overnight

2: 96 percent / dimethyl(methylthio)sulfonium triflate, 2,6-di-tert-butyl-4-methylpyridine, molecular sieves / CH₂Cl₂ / 3 h / Ambient temperature

3: 1) hydrazine hydrate, 2) pyridine / 1) ethanol, reflux, overnight

4: 99 percent / triethylammonium fluoride / tetrahydrofuran

5: 32 percent / acetic anhydride, pyridinium dichromate / CH₂Cl₂ / Ambient temperature

6: 1) triphenylphosphine, 2) water / 1) CH₂Cl₂, r.t., overnight, 2) reflux, 12 h

7: pyridine / CH₂Cl₂ / 1 h / 0 °C

8: 1) aluminum amalgam, 2) pyridine / 1) aq. 80percent THF, r.t., 1 h, 2) CH₂Cl₂, 0 deg C, 1 h

9: 91 percent / hydrogen / 10percent Pd-C / ethyl acetate; H₂O / 3000.2 Torr

10: 1) formic acid, 2) sodium methoxide / 1) r.t., 6 h, 2) methanol, r.t., overnight

With pyridine; dipyridinium dichromate; formic acid; 2,6-di-tert-butyl-4-methylpyridine; molecular sieve; aluminium amalgam; water; hydrogen; sodium methylate; acetic anhydride; hydrazine hydrate; acetic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triethylamine hydrofluoride; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1016/0008-6215(92)80050-B