(3S,6S)-2-benzyl-3-methyl-1,4-dioxooctahydropyridazino[1,2-a][1,2,4]triazine-6-carboxylic acid

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Chemical Name:(3S,6S)-2-benzyl-3-methyl-1,4-dioxooctahydropyridazino[1,2-a][1,2,4]triazine-6-carboxylic acid
CAS No.:1620320-71-9
Molecular Formula:C₁₆H₁₉N₃O₄
Molecular Weight:317.345
Hs Code.:

Synonyms:(3S,6S)-2-benzyl-3-methyl-1,4-dioxooctahydropyridazino[1,2-a][1,2,4]triazine-6-carboxylic acid

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Chemical Property of (3S,6S)-2-benzyl-3-methyl-1,4-dioxooctahydropyridazino[1,2-a][1,2,4]triazine-6-carboxylic acid

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Technology Process of (3S,6S)-2-benzyl-3-methyl-1,4-dioxooctahydropyridazino[1,2-a][1,2,4]triazine-6-carboxylic acid

There total 8 articles about (3S,6S)-2-benzyl-3-methyl-1,4-dioxooctahydropyridazino[1,2-a][1,2,4]triazine-6-carboxylic acid 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: 69.0%

: 1620320-69-5
(3S,6S)-2-benzyl-3-methyl-1,4-dioxooctahydropyridazino[1,2-a][1,2,4]triazine-6-carbonitrile

: 1620320-71-9
(3S,6S)-2-benzyl-3-methyl-1,4-dioxooctahydropyridazino[1,2-a][1,2,4]triazine-6-carboxylic acid

Guidance literature:: With hydrogenchloride; In water; at 100 ℃; for 6h; Inert atmosphere;
DOI:10.1039/c4cc03660c

Reference yield:

: 100-52-7
benzaldehyde

: 1620320-71-9
(3S,6S)-2-benzyl-3-methyl-1,4-dioxooctahydropyridazino[1,2-a][1,2,4]triazine-6-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine / methanol / 1.5 h / 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 0.75 h / 0 - 20 °C / Inert atmosphere

2.2: 0.33 h / 0 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran; dichloromethane / 0.25 h / 20 °C / Inert atmosphere

3.2: 40 °C / Inert atmosphere

4.1: trifluoroacetic acid / water / 1 h / 20 °C / Inert atmosphere

5.1: (acetylacetonato)dicarbonylrhodium (I); 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); hydrogen; pyridinium p-toluenesulfonate / tetrahydrofuran / 16 h / 70 °C / 3750.38 Torr / Autoclave

6.1: camphorsulfonic acid / 16 h / Reflux; Inert atmosphere

7.1: boron trifluoride diethyl etherate; trimethylsilyl cyanide / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

8.1: hydrogenchloride / water / 6 h / 100 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; trimethylsilyl cyanide; boron trifluoride diethyl etherate; (acetylacetonato)dicarbonylrhodium (I); hydrogen; pyridinium p-toluenesulfonate; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1039/c4cc03660c

Reference yield:

: 53933-42-9,112674-72-3,120328-90-7,40216-71-5
2-(benzylidene-amino)-propionic acid methyl ester

: 1620320-71-9
(3S,6S)-2-benzyl-3-methyl-1,4-dioxooctahydropyridazino[1,2-a][1,2,4]triazine-6-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium tetrahydroborate / methanol / 0.75 h / 0 - 20 °C / Inert atmosphere

1.2: 0.33 h / 0 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran; dichloromethane / 0.25 h / 20 °C / Inert atmosphere

2.2: 40 °C / Inert atmosphere

3.1: trifluoroacetic acid / water / 1 h / 20 °C / Inert atmosphere

4.1: (acetylacetonato)dicarbonylrhodium (I); 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); hydrogen; pyridinium p-toluenesulfonate / tetrahydrofuran / 16 h / 70 °C / 3750.38 Torr / Autoclave

5.1: camphorsulfonic acid / 16 h / Reflux; Inert atmosphere

6.1: boron trifluoride diethyl etherate; trimethylsilyl cyanide / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

7.1: hydrogenchloride / water / 6 h / 100 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; trimethylsilyl cyanide; boron trifluoride diethyl etherate; (acetylacetonato)dicarbonylrhodium (I); hydrogen; pyridinium p-toluenesulfonate; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1039/c4cc03660c