1-((tert-butoxy)carbonyl)-2-[(E)-4-oxopent-2-enyl]-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine

Base Information

Chemical Name:1-((tert-butoxy)carbonyl)-2-[(E)-4-oxopent-2-enyl]-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine
CAS No.:1420779-24-3
Molecular Formula:C₂₁H₂₇NO₅S
Molecular Weight:405.515
Hs Code.:

Synonyms:1-((tert-butoxy)carbonyl)-2-[(E)-4-oxopent-2-enyl]-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine

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Chemical Property of 1-((tert-butoxy)carbonyl)-2-[(E)-4-oxopent-2-enyl]-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine

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Technology Process of 1-((tert-butoxy)carbonyl)-2-[(E)-4-oxopent-2-enyl]-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine

There total 7 articles about 1-((tert-butoxy)carbonyl)-2-[(E)-4-oxopent-2-enyl]-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine 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: 77.0%

: 106-44-5
p-cresol

: 1420779-23-2
2-allyl-1-((tert-butoxy)carbonyl)-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine

: 78-94-4,25038-87-3
methyl vinyl ketone

: 1420779-24-3
1-((tert-butoxy)carbonyl)-2-[(E)-4-oxopent-2-enyl]-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; for 7h; Reflux;
DOI:10.1016/j.tet.2012.12.017

Reference yield:

: 411240-92-1
4-phenylsulfanyl-5,6-dihydro-1H-pyridin-2-one

: 1420779-24-3
1-((tert-butoxy)carbonyl)-2-[(E)-4-oxopent-2-enyl]-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap; triethylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane; water / 2 h / 20 °C

3.1: dichloromethane; tetrahydrofuran / -78 °C

4.1: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / -78 °C

4.2: -78 - 20 °C

5.1: dmap; triethylamine / dichloromethane / 4 h / Inert atmosphere; Reflux

6.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 7 h / Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; boron trifluoride diethyl etherate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1016/j.tet.2012.12.017

Reference yield:

: 1420779-02-7
1-((tert-butoxy)carbonyl)-4-(phenylsulfonyl)-1,2,5,6-tetrahydro-2-pyridinone

: 1420779-24-3
1-((tert-butoxy)carbonyl)-2-[(E)-4-oxopent-2-enyl]-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloromethane; tetrahydrofuran / -78 °C

2.1: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / -78 °C

2.2: -78 - 20 °C

3.1: dmap; triethylamine / dichloromethane / 4 h / Inert atmosphere; Reflux

4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 7 h / Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; boron trifluoride diethyl etherate; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/j.tet.2012.12.017