methyl <2-(4-trifluoroacetamidophenyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-α-D-manno-oct-2-ulopyranosid>onate

Base Information

Chemical Name:methyl <2-(4-trifluoroacetamidophenyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-α-D-manno-oct-2-ulopyranosid>onate
CAS No.:173987-68-3
Molecular Formula:C₄₈H₅₆F₃NO₁₇
Molecular Weight:975.964
Hs Code.:

methyl <2-(4-trifluoroacetamidophenyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-α-D-manno-oct-2-ulopyranosid>onate

Synonyms:methyl <2-(4-trifluoroacetamidophenyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-α-D-manno-oct-2-ulopyranosid>onate

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Chemical Property of methyl <2-(4-trifluoroacetamidophenyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-α-D-manno-oct-2-ulopyranosid>onate

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Technology Process of methyl <2-(4-trifluoroacetamidophenyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-α-D-manno-oct-2-ulopyranosid>onate

There total 9 articles about methyl <2-(4-trifluoroacetamidophenyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-α-D-manno-oct-2-ulopyranosid>onate 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: 84.0%

: 138624-50-7
ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-deoxy-1-ethylthio-β-D-glucopyranoside

: 173987-67-2
methyl <2-(4-trifluoroacetamidophenyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-α-D-manno-oct-2-ulopyranosid>onate

: 173987-68-3
methyl <2-(4-trifluoroacetamidophenyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-α-D-manno-oct-2-ulopyranosid>onate

Guidance literature:: With 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane; at 0 - 20 ℃; for 18h;
DOI:10.1016/0008-6215(95)00269-3

Reference yield:

: 85382-90-7
methyl-4,5,7,8-tetra-O-acetyl-2,6-anhydro-2,3-dideoxy-D-manno-oct-2-enosonat

: 173987-68-3
methyl <2-(4-trifluoroacetamidophenyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-α-D-manno-oct-2-ulopyranosid>onate

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) silver trifluoromethanesulfonate, Me₃Si triflate / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, 2 h

2: triphenyltin hydride, azobisisobutyronitrile / toluene / 0.5 h / Heating

3: NaOMe, MeOH / 2 h / Ambient temperature

4: p-toluenesulfonic acid / dimethylformamide / 20 h

5: 1.) dibutyltin oxide, 2.) tetrabutylammonium iodide, 3.) NaOMe, MeOH

6: 84 percent / dimethyl(methylthio)sulfonium trifluoromethanesulfonate, 4 Angstroem molecular sieves / CH₂Cl₂ / 18 h / 0 - 20 °C

With methanol; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; triphenylstannane; sodium methylate; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; toluene-4-sulfonic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(95)00269-3

Reference yield:

: 173987-57-0
ethyl 2-O-benzyl-1-thio-β-D-glucopyranoside

: 173987-68-3
methyl <2-(4-trifluoroacetamidophenyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-α-D-manno-oct-2-ulopyranosid>onate

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / pyridine / 2 h / Ambient temperature

2: 84 percent / dimethyl(methylthio)sulfonium trifluoromethanesulfonate, 4 Angstroem molecular sieves / CH₂Cl₂ / 18 h / 0 - 20 °C

With pyridine; 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane;
DOI:10.1016/0008-6215(95)00269-3