2-(benzyloxy)-3-isobutyl-6-<(methanesulfonyloxy)methyl>-5-methoxypyrazine 4-oxide

Base Information

Chemical Name:2-(benzyloxy)-3-isobutyl-6-<(methanesulfonyloxy)methyl>-5-methoxypyrazine 4-oxide
CAS No.:131828-32-5
Molecular Formula:C₁₈H₂₄N₂O₆S
Molecular Weight:396.464
Hs Code.:

Synonyms:2-(benzyloxy)-3-isobutyl-6-<(methanesulfonyloxy)methyl>-5-methoxypyrazine 4-oxide

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Chemical Property of 2-(benzyloxy)-3-isobutyl-6-<(methanesulfonyloxy)methyl>-5-methoxypyrazine 4-oxide

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Technology Process of 2-(benzyloxy)-3-isobutyl-6-<(methanesulfonyloxy)methyl>-5-methoxypyrazine 4-oxide

There total 13 articles about 2-(benzyloxy)-3-isobutyl-6-<(methanesulfonyloxy)methyl>-5-methoxypyrazine 4-oxide 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: 99.0%

: 131828-31-4
2-(benzyloxy)-6-(hydroxymethyl)-3-isobutyl-5-methoxypyrazine 4-oxide

: 124-63-0
methanesulfonyl chloride

: 131828-32-5
2-(benzyloxy)-3-isobutyl-6-<(methanesulfonyloxy)methyl>-5-methoxypyrazine 4-oxide

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/jo00016a012

Reference yield:

: 131828-31-4
2-(benzyloxy)-6-(hydroxymethyl)-3-isobutyl-5-methoxypyrazine 4-oxide

: 131828-32-5
2-(benzyloxy)-3-isobutyl-6-<(methanesulfonyloxy)methyl>-5-methoxypyrazine 4-oxide

Guidance literature:: With triethylamine; In diethyl ether; dichloromethane;

Reference yield:

: 76617-78-2
2-(hydroxyimino)-4-methylpentanoic acid

: 131828-32-5
2-(benzyloxy)-3-isobutyl-6-<(methanesulfonyloxy)methyl>-5-methoxypyrazine 4-oxide

Guidance literature:: Multi-step reaction with 10 steps

1: 1) N-hydroxysuccinimide, dicyclohexylcarbodiimide / 2) 4-(dimethylamino)pyridine / 1) dioxane, RT, 20 min, 2) 50 deg C, 14h

2: HOAc / 1 h / 70 °C

3: 78 percent / KHCO₃ / dimethylformamide / 16 h / Ambient temperature

4: 65 percent / DIBALH / CH₂Cl₂; hexane / 0.67 h / -30 °C

5: 75 percent / CuCl₂, CuCl, isoamyl nitrite / acetonitrile / 0.5 h / Ambient temperature

6: 95 percent / p-TsOH*H₂O / CH₂Cl₂ / 1 h / Ambient temperature

7: 68 percent / Bu₄NBr, NaH / dimethylformamide / 0.67 h / Ambient temperature

8: 91 percent / Bu₄NBr, NaH / dimethylformamide / 0.67 h / Ambient temperature

9: 99 percent / conc. HCl / methanol / 0.5 h / Ambient temperature

10: 99 percent / NEt₃ / CH₂Cl₂ / 0.5 h / 0 °C

With 1-hydroxy-pyrrolidine-2,5-dione; tetrabutylammomium bromide; sodium hydride; diisobutylaluminium hydride; potassium hydrogencarbonate; acetic acid; triethylamine; dicyclohexyl-carbodiimide; copper(l) chloride; copper dichloride; isopentyl nitrite; hydrogenchloride; dmap; toluene-4-sulfonic acid; In methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00016a012