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

Base Information

Chemical Name: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
CAS No.:297733-56-3
Molecular Formula:C₂₃H₂₂F₃N₇O₅
Molecular Weight:533.467
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 6 articles about 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 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: 44.0%

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

: 297733-55-2
ethyl 2,3-diazido-4,6-O-benzylidene-2,3-dideoxy-1-thio-β-D-mannopyranoside

: N-{4-[2-((2R,4aR,6R,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

: 297733-56-3
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

Guidance literature:: With 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane; at 20 ℃; for 70h;
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

: 297733-56-3
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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

: 297733-53-0
(1aR,2S,3aR,6R,7aR,7bR)-2-Ethylsulfanyl-6-phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalene

: 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

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

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

With sodium azide; 4 A molecular sieve; ammonium chloride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In pyridine; dichloromethane; dimethyl sulfoxide; 1: Substitution / 2: Acylation / 3: Substitution / 4: glycosylation;
DOI:10.1016/S0008-6215(99)00318-3