(1S,4S)-1-methyl-5-[(1R)-1-phenylethyl]-2,5-diazabicyclo[2.2.2]octane-3,6-dione

Base Information

Chemical Name:(1S,4S)-1-methyl-5-[(1R)-1-phenylethyl]-2,5-diazabicyclo[2.2.2]octane-3,6-dione
CAS No.:935289-91-1
Molecular Formula:C₁₅H₁₈N₂O₂
Molecular Weight:258.32
Hs Code.:

Synonyms:(1S,4S)-1-methyl-5-[(1R)-1-phenylethyl]-2,5-diazabicyclo[2.2.2]octane-3,6-dione

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Chemical Property of (1S,4S)-1-methyl-5-[(1R)-1-phenylethyl]-2,5-diazabicyclo[2.2.2]octane-3,6-dione

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Technology Process of (1S,4S)-1-methyl-5-[(1R)-1-phenylethyl]-2,5-diazabicyclo[2.2.2]octane-3,6-dione

There total 4 articles about (1S,4S)-1-methyl-5-[(1R)-1-phenylethyl]-2,5-diazabicyclo[2.2.2]octane-3,6-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:

: 935289-89-7
5-chloro-3-methyl-1-[(1R)-1-phenylethyl]-2(1H)-pyrazinone

: 74-85-1
ethene

: 935289-91-1
(1S,4S)-1-methyl-5-[(1R)-1-phenylethyl]-2,5-diazabicyclo[2.2.2]octane-3,6-dione

: (1R,4R)-1-methyl-5-[(1R)-1-phenylethyl]-2,5-diazabicyclo[2.2.2]octane-3,6-dione

Guidance literature:: 5-chloro-3-methyl-1-[(1R)-1-phenylethyl]-2(1H)-pyrazinone; ethene; In toluene; at 145 ℃; for 4h; under 26601.8 Torr;

With air; In chloroform; at 20 ℃; for 14h; Further stages.;
DOI:10.1002/ejoc.200600805

Reference yield:

: 35341-74-3
(R)-2-((1-phenylethyl)amino)acetonitrile

: 935289-91-1
(1S,4S)-1-methyl-5-[(1R)-1-phenylethyl]-2,5-diazabicyclo[2.2.2]octane-3,6-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: HCl / chlorobenzene; diethyl ether / 0.58 h / 0 - 20 °C

1.2: 23.0 g / Et₃N*HCl / chlorobenzene / 48 h / 20 °C

2.1: 86 percent / Pd(PPh₃)4 / toluene / 24 h / 110 °C

3.1: toluene / 4 h / 145 °C / 26601.8 Torr

3.2: air / CHCl₃ / 14 h / 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether; chlorobenzene; toluene; 3.1: Diels-Alder reaction;
DOI:10.1002/ejoc.200600805

Reference yield:

: 3886-69-9
(R)-1-phenyl-ethyl-amine

: 935289-91-1
(1S,4S)-1-methyl-5-[(1R)-1-phenylethyl]-2,5-diazabicyclo[2.2.2]octane-3,6-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: Na₂S₂O₅ / H₂O / 4 h / 60 °C

1.2: H₂O / 15 h / 60 °C

2.1: HCl / chlorobenzene; diethyl ether / 0.58 h / 0 - 20 °C

2.2: 23.0 g / Et₃N*HCl / chlorobenzene / 48 h / 20 °C

3.1: 86 percent / Pd(PPh₃)4 / toluene / 24 h / 110 °C

4.1: toluene / 4 h / 145 °C / 26601.8 Torr

4.2: air / CHCl₃ / 14 h / 20 °C

With hydrogenchloride; sodium metabisulfite; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether; water; chlorobenzene; toluene; 4.1: Diels-Alder reaction;
DOI:10.1002/ejoc.200600805