(3S,6S)-2-benzyl-6-methoxy-3-methylhexahydropyridazino[1,2-a][1,2,4]triazine-1,4-dione

Base Information

Chemical Name:(3S,6S)-2-benzyl-6-methoxy-3-methylhexahydropyridazino[1,2-a][1,2,4]triazine-1,4-dione
CAS No.:1620320-51-5
Molecular Formula:C₁₆H₂₁N₃O₃
Molecular Weight:303.361
Hs Code.:

Synonyms:(3S,6S)-2-benzyl-6-methoxy-3-methylhexahydropyridazino[1,2-a][1,2,4]triazine-1,4-dione

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Chemical Property of (3S,6S)-2-benzyl-6-methoxy-3-methylhexahydropyridazino[1,2-a][1,2,4]triazine-1,4-dione

Chemical Property:

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Technology Process of (3S,6S)-2-benzyl-6-methoxy-3-methylhexahydropyridazino[1,2-a][1,2,4]triazine-1,4-dione

There total 8 articles about (3S,6S)-2-benzyl-6-methoxy-3-methylhexahydropyridazino[1,2-a][1,2,4]triazine-1,4-dione 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: 86.0%

: 67-56-1
methanol

: 1620320-35-5
(S)-2-benzyl-3-methyl-2,3,8,9-tetrahydropyridazino[1,2-a][1,2,4]triazine-1,4-dione

: 1620320-50-4
(3S,6R)-2-benzyl-6-methoxy-3-methylhexahydropyridazino[1,2-a][1,2,4]triazine-1,4-dione

: 1620320-51-5
(3S,6S)-2-benzyl-6-methoxy-3-methylhexahydropyridazino[1,2-a][1,2,4]triazine-1,4-dione

Guidance literature:: With camphorsulfonic acid; for 16h; diastereoselective reaction; Reflux; Inert atmosphere;
DOI:10.1039/c4cc03660c

Reference yield:

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 1640010-47-4
tert-butyl (S)-2-allyl-2-(benzyl(1-methoxy-1-oxopropan-2-yl)carbamoyl)hydrazine-1-carboxylate

: 1620320-50-4
(3S,6R)-2-benzyl-6-methoxy-3-methylhexahydropyridazino[1,2-a][1,2,4]triazine-1,4-dione

: 1620320-51-5
(3S,6S)-2-benzyl-6-methoxy-3-methylhexahydropyridazino[1,2-a][1,2,4]triazine-1,4-dione

Guidance literature:: With acetylacetonatodicarbonylrhodium(l); camphor-10-sulfonic acid; hydrogen; 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); In tetrahydrofuran; at 70 ℃; for 16h; under 3750.38 Torr; Overall yield = 69 %; diastereoselective reaction; Inert atmosphere; Autoclave;
DOI:10.1039/c6ob01434h

Reference yield:

: 95071-12-8
(S)-N-benzyl-1-methoxy-1-oxopropan-2-aminium chloride

: 1620320-51-5
(3S,6S)-2-benzyl-6-methoxy-3-methylhexahydropyridazino[1,2-a][1,2,4]triazine-1,4-dione

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 40 °C / Inert atmosphere

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

3.1: (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

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

With (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; dichloromethane; water;
DOI:10.1039/c4cc03660c