2-(p-trifluoroacetamidophenyl)ethyl 2,3-diazido-6-O-benzyl-2,3-dideoxy-α-D-mannopyranoside

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Chemical Name:2-(p-trifluoroacetamidophenyl)ethyl 2,3-diazido-6-O-benzyl-2,3-dideoxy-α-D-mannopyranoside
CAS No.:297733-58-5
Molecular Formula:C₂₃H₂₄F₃N₇O₅
Molecular Weight:535.483
Hs Code.:

Synonyms:2-(p-trifluoroacetamidophenyl)ethyl 2,3-diazido-6-O-benzyl-2,3-dideoxy-α-D-mannopyranoside

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Chemical Property of 2-(p-trifluoroacetamidophenyl)ethyl 2,3-diazido-6-O-benzyl-2,3-dideoxy-α-D-mannopyranoside

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Technology Process of 2-(p-trifluoroacetamidophenyl)ethyl 2,3-diazido-6-O-benzyl-2,3-dideoxy-α-D-mannopyranoside

There total 8 articles about 2-(p-trifluoroacetamidophenyl)ethyl 2,3-diazido-6-O-benzyl-2,3-dideoxy-α-D-mannopyranoside 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: 73.0%

: 297733-56-3
N-{4-[2-((2R,4aR,6S,7S,8R,8aS)-7,8-Diazido-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-ethyl]-phenyl}-2,2,2-trifluoro-acetamide

: 297733-58-5
2-(p-trifluoroacetamidophenyl)ethyl 2,3-diazido-6-O-benzyl-2,3-dideoxy-α-D-mannopyranoside

Guidance literature:: With tetrafluoroboric acid; 3 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 0 ℃; for 4h;
DOI:10.1016/S0008-6215(99)00318-3

Reference yield:

: 20701-61-5,56119-28-9,131564-36-8,142924-31-0,151123-92-1,141899-53-8
ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 297733-58-5
2-(p-trifluoroacetamidophenyl)ethyl 2,3-diazido-6-O-benzyl-2,3-dideoxy-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 50 percent / pyridine / 70 h / 20 °C

2: Bu₄NHSO₄; NaOH; K₂CO₃ / toluene; dimethylsulfoxide; butan-1-ol / 2 h / 20 °C

3: NaN₃; NH₄Cl / dimethylsulfoxide / 20 h / 80 °C

4: CH₂Cl₂; pyridine / 2.5 h / 0 - 20 °C

5: NaN₃ / dimethylsulfoxide / 0.5 h / 20 °C

6: 44 percent / 4 Angstroem molecular sieves; dimethyl(thiomethyl)sulfonium triflate / CH₂Cl₂ / 70 h / 20 °C

7: 73 percent / sodium cyanoborohydride; 3 Angstroem molecular sieves; fluoroboric acid / tetrahydrofuran; diethyl ether / 4 h / 0 °C

With sodium hydroxide; tetrafluoroboric acid; sodium azide; 3 A molecular sieve; 4 A molecular sieve; tetra(n-butyl)ammonium hydrogensulfate; sodium cyanoborohydride; potassium carbonate; ammonium chloride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene; butan-1-ol; 1: Tosylation / 2: Substitution / 3: Substitution / 4: Acylation / 5: Substitution / 6: glycosylation / 7: Reduction;
DOI:10.1016/S0008-6215(99)00318-3

Reference yield:

: 115166-92-2
2-[4-(trifluoroacetylamino)phenyl]ethanol

: 297733-58-5
2-(p-trifluoroacetamidophenyl)ethyl 2,3-diazido-6-O-benzyl-2,3-dideoxy-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 44 percent / 4 Angstroem molecular sieves; dimethyl(thiomethyl)sulfonium triflate / CH₂Cl₂ / 70 h / 20 °C

2: 73 percent / sodium cyanoborohydride; 3 Angstroem molecular sieves; fluoroboric acid / tetrahydrofuran; diethyl ether / 4 h / 0 °C

With tetrafluoroboric acid; 3 A molecular sieve; 4 A molecular sieve; sodium cyanoborohydride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In tetrahydrofuran; diethyl ether; dichloromethane; 1: glycosylation / 2: Reduction;
DOI:10.1016/S0008-6215(99)00318-3