Acetic acid (2R,3R,4S,5S,6R)-4-azido-2,5-dimethoxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2R,3R,4S,5S,6R)-4-azido-2,5-dimethoxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester
CAS No.:251323-86-1
Molecular Formula:C₁₈H₂₅N₃O₇
Molecular Weight:395.412
Hs Code.:

Synonyms:Acetic acid (2R,3R,4S,5S,6R)-4-azido-2,5-dimethoxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2R,3R,4S,5S,6R)-4-azido-2,5-dimethoxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2R,3R,4S,5S,6R)-4-azido-2,5-dimethoxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

There total 6 articles about Acetic acid (2R,3R,4S,5S,6R)-4-azido-2,5-dimethoxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl 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: 98.0%

: 251323-85-0
Acetic acid (2R,3R,4S,5S,6R)-4-azido-5-hydroxy-2-methoxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

: 74-88-4
methyl iodide

: 251323-86-1
Acetic acid (2R,3R,4S,5S,6R)-4-azido-2,5-dimethoxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: With silver(l) oxide; In N,N-dimethyl-formamide; for 16h;
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

: 251323-86-1
Acetic acid (2R,3R,4S,5S,6R)-4-azido-2,5-dimethoxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl 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: 94 percent / pyridine / 4 h

6: 96 percent / NaBH₃CN; TFA; 3 Angstroem molecular sieves / dimethylformamide / 48 h

7: 98 percent / Ag₂O / dimethylformamide / 16 h

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

Reference yield:

: 132470-43-0
Acetic acid (2R,3S,4S,5R,6R)-5-acetoxy-2-acetoxymethyl-4-azido-6-bromo-tetrahydro-pyran-3-yl ester

: 251323-86-1
Acetic acid (2R,3R,4S,5S,6R)-4-azido-2,5-dimethoxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: Ag₂O; CaSO₄ / CH₂Cl₂ / 1 h

2: MeONa; MeOH / 4 h

3: 68 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 4 h

4: 94 percent / pyridine / 4 h

5: 96 percent / NaBH₃CN; TFA; 3 Angstroem molecular sieves / dimethylformamide / 48 h

6: 98 percent / Ag₂O / dimethylformamide / 16 h

With pyridine; methanol; calcium sulfate; 3 A molecular sieve; sodium methylate; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; silver(l) oxide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(03)00384-6