[(2R,3R,4R,5S,6R)-4-Azido-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yloxy]-acetic acid methyl ester

Base Information

Chemical Name:[(2R,3R,4R,5S,6R)-4-Azido-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yloxy]-acetic acid methyl ester
CAS No.:601489-22-9
Molecular Formula:C₁₉H₂₄F₃N₃O₁₀S
Molecular Weight:543.475
Hs Code.:

[(2R,3R,4R,5S,6R)-4-Azido-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yloxy]-acetic acid methyl ester

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Chemical Property of [(2R,3R,4R,5S,6R)-4-Azido-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yloxy]-acetic acid methyl ester

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Technology Process of [(2R,3R,4R,5S,6R)-4-Azido-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yloxy]-acetic acid methyl ester

There total 6 articles about [(2R,3R,4R,5S,6R)-4-Azido-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yloxy]-acetic acid methyl 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:

: 358-23-6
trifluoromethylsulfonic anhydride

: 251323-95-2
[(2R,3R,4S,5S,6R)-4-Azido-5-hydroxy-2-methoxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yloxy]-acetic acid methyl ester

: 601489-22-9
[(2R,3R,4R,5S,6R)-4-Azido-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yloxy]-acetic acid methyl ester

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1016/S0960-894X(03)00384-6

Reference yield:

: 65784-76-1
methyl 3-azido-3-deoxy-β-D-glucopyranoside

: 601489-22-9
[(2R,3R,4R,5S,6R)-4-Azido-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yloxy]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 4 h

2: 80 percent / Ag₂O; KI / dimethylformamide / 16 h

3: 22 percent / NaBH₃CN; Me₃SiCl; 3 Angstroem molecular sieves / acetonitrile / 4 h

4: pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; chloro-trimethyl-silane; 3 A molecular sieve; sodium cyanoborohydride; toluene-4-sulfonic acid; potassium iodide; silver(l) oxide; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(03)00384-6

Reference yield:

: 185114-94-7,155417-78-0
1,2,4,6-Tetra-O-acetyl-3-azido-3-deoxy-α/β-gluco-hexopyranose

: 601489-22-9
[(2R,3R,4R,5S,6R)-4-Azido-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yloxy]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: Me₃SiBr; BiBr₃ / CH₂Cl₂ / 4 h

2: Ag₂O; CaSO₄ / CH₂Cl₂ / 1 h

3: MeONa; MeOH / 4 h

4: 68 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 4 h

5: 80 percent / Ag₂O; KI / dimethylformamide / 16 h

6: 22 percent / NaBH₃CN; Me₃SiCl; 3 Angstroem molecular sieves / acetonitrile / 4 h

7: pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; methanol; calcium sulfate; chloro-trimethyl-silane; bismuth(III) bromide; trimethylsilyl bromide; 3 A molecular sieve; sodium methylate; sodium cyanoborohydride; toluene-4-sulfonic acid; potassium iodide; silver(l) oxide; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(03)00384-6