benzyl (5R,6S)-5-acetoxy-6-(acetoxymethyl)-3-vinyl-5,6-dihydropyridine-1(2H)-carboxylate

Base Information

Chemical Name:benzyl (5R,6S)-5-acetoxy-6-(acetoxymethyl)-3-vinyl-5,6-dihydropyridine-1(2H)-carboxylate
CAS No.:1620809-12-2
Molecular Formula:C₂₀H₂₃NO₆
Molecular Weight:373.406
Hs Code.:

Synonyms:benzyl (5R,6S)-5-acetoxy-6-(acetoxymethyl)-3-vinyl-5,6-dihydropyridine-1(2H)-carboxylate

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Chemical Property of benzyl (5R,6S)-5-acetoxy-6-(acetoxymethyl)-3-vinyl-5,6-dihydropyridine-1(2H)-carboxylate

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Technology Process of benzyl (5R,6S)-5-acetoxy-6-(acetoxymethyl)-3-vinyl-5,6-dihydropyridine-1(2H)-carboxylate

There total 6 articles about benzyl (5R,6S)-5-acetoxy-6-(acetoxymethyl)-3-vinyl-5,6-dihydropyridine-1(2H)-carboxylate 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:

: 1620809-13-3
C₁₆H₁₉NO₄

: 108-24-7
acetic anhydride

: 1620809-12-2
benzyl (5R,6S)-5-acetoxy-6-(acetoxymethyl)-3-vinyl-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1002/ejoc.201402142

Reference yield:

: 1620809-01-9
benzyl (3aR,5R,6R,6aR)-2,2-dimethyl-5-vinyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl(prop-2-ynyl)carbamate

: 1620809-12-2
benzyl (5R,6S)-5-acetoxy-6-(acetoxymethyl)-3-vinyl-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; ethene / dichloromethane / 10 - 12 h / 20 °C / 760.05 Torr / Inert atmosphere

2.1: sulfuric acid / acetonitrile; water / 6 h / 20 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: sodium periodate / methanol; water / 0.67 h / 0 °C / Inert atmosphere

4.1: sodium tetrahydroborate / methanol / 2 h / 0 - 20 °C / Inert atmosphere

5.1: triethylamine; dmap / dichloromethane / 12 h / 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; sodium tetrahydroborate; sodium periodate; ethene; sulfuric acid; triethylamine; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1002/ejoc.201402142

Reference yield:

: C₁₆H₁₇NO₄

: 1620809-12-2
benzyl (5R,6S)-5-acetoxy-6-(acetoxymethyl)-3-vinyl-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 2 h / 0 - 20 °C / Inert atmosphere

2: triethylamine; dmap / dichloromethane / 12 h / 20 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; triethylamine; In methanol; dichloromethane;
DOI:10.1002/ejoc.201402142