(3S,7R,8R,9aR)-8-(3-hydroxyphenyl)-7,8-dimethyl-3-phenyl-hexahydro-6H-pyrido[1,2-a]pyrazine-1,4-dione

Base Information

Chemical Name:(3S,7R,8R,9aR)-8-(3-hydroxyphenyl)-7,8-dimethyl-3-phenyl-hexahydro-6H-pyrido[1,2-a]pyrazine-1,4-dione
CAS No.:918829-66-0
Molecular Formula:C₂₂H₂₄N₂O₃
Molecular Weight:364.444
Hs Code.:

Synonyms:(3S,7R,8R,9aR)-8-(3-hydroxyphenyl)-7,8-dimethyl-3-phenyl-hexahydro-6H-pyrido[1,2-a]pyrazine-1,4-dione

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Chemical Property of (3S,7R,8R,9aR)-8-(3-hydroxyphenyl)-7,8-dimethyl-3-phenyl-hexahydro-6H-pyrido[1,2-a]pyrazine-1,4-dione

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Technology Process of (3S,7R,8R,9aR)-8-(3-hydroxyphenyl)-7,8-dimethyl-3-phenyl-hexahydro-6H-pyrido[1,2-a]pyrazine-1,4-dione

There total 5 articles about (3S,7R,8R,9aR)-8-(3-hydroxyphenyl)-7,8-dimethyl-3-phenyl-hexahydro-6H-pyrido[1,2-a]pyrazine-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: 47.0%

: 918829-65-9
methyl 2-((2R,4R,5R)-4-(3-hydroxyphenyl)-4,5-dimethylpiperidine-2-carboxamido)-2-(S)-phenylacetate

: 918829-66-0
(3S,7R,8R,9aR)-8-(3-hydroxyphenyl)-7,8-dimethyl-3-phenyl-hexahydro-6H-pyrido[1,2-a]pyrazine-1,4-dione

Guidance literature:: In toluene; for 60h; Heating;
DOI:10.1021/jm0604878

Reference yield:

: 918829-62-6
tert-butyl (3R,4R)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-3,4-dimethylpiperidine-1-carboxylate

: 918829-66-0
(3S,7R,8R,9aR)-8-(3-hydroxyphenyl)-7,8-dimethyl-3-phenyl-hexahydro-6H-pyrido[1,2-a]pyrazine-1,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: N,N,N',N'-tetramethylenediamine; sec-butyllithium / diethyl ether; cyclohexane / 4.5 h / -78 °C

1.2: 73 percent / diethyl ether; cyclohexane / -78 - 20 °C

2.1: 82 percent / N,N-diisopropylethylamine; TBTU / acetonitrile / 20 °C

3.1: 95 percent / HCl / methanol; dioxane / 2 h / Heating

4.1: 47 percent / toluene / 60 h / Heating

With hydrogenchloride; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; diethyl ether; cyclohexane; toluene; acetonitrile;
DOI:10.1021/jm0604878

Reference yield:

: 918829-63-7
(2R,4R,5R)-1-(tert-butoxycarbonyl)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-4,5-dimethylpiperidine-2-carboxylic acid

: 918829-66-0
(3S,7R,8R,9aR)-8-(3-hydroxyphenyl)-7,8-dimethyl-3-phenyl-hexahydro-6H-pyrido[1,2-a]pyrazine-1,4-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / N,N-diisopropylethylamine; TBTU / acetonitrile / 20 °C

2: 95 percent / HCl / methanol; dioxane / 2 h / Heating

3: 47 percent / toluene / 60 h / Heating

With hydrogenchloride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; toluene; acetonitrile;
DOI:10.1021/jm0604878