1-((tert-butoxy)carbonyl)-2-hydroxy-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine

Base Information

• Chemical Name: 1-((tert-butoxy)carbonyl)-2-hydroxy-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine
• CAS No.: 1420779-05-0
• Molecular Formula: C₁₆H₂₁NO₅S
• Molecular Weight: 339.412

Synonyms:1-((tert-butoxy)carbonyl)-2-hydroxy-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine

Chemical Property of 1-((tert-butoxy)carbonyl)-2-hydroxy-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine

Chemical Property:

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Technology Process of 1-((tert-butoxy)carbonyl)-2-hydroxy-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine

There total 4 articles about 1-((tert-butoxy)carbonyl)-2-hydroxy-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: 93.0%

1-((tert-butoxy)carbonyl)-4-(phenylsulfonyl)-1,2,5,6-tetrahydro-2-pyridinone (1420779-02-7) + lithium triethylborohydride (22560-16-3) → 1-((tert-butoxy)carbonyl)-2-hydroxy-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine (1420779-05-0)

Guidance literature:

In tetrahydrofuran; dichloromethane; at -78 ℃;

DOI:10.1016/j.tet.2012.12.017

Reference yield:

4-phenylsulfanyl-5,6-dihydro-1H-pyridin-2-one (411240-92-1) → 1-((tert-butoxy)carbonyl)-2-hydroxy-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine (1420779-05-0)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: dichloromethane; tetrahydrofuran / -78 °C

With dmap; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.tet.2012.12.017

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 1-((tert-butoxy)carbonyl)-2-hydroxy-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine (1420779-05-0)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: dichloromethane; tetrahydrofuran / -78 °C

With dmap; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.tet.2012.12.017

upstream raw materials:

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

1-((tert-butoxy)carbonyl)-4-(phenylsulfonyl)-1,2,5,6-tetrahydro-2-pyridinone

lithium triethylborohydride

di-tert-butyl dicarbonate

Downstream raw materials:

2-allyl-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine

1,2-bis(allyl)-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine

2-allyl-1-(2-methyl-2-propenyl)-4-(phenylsulfonyl)-1,2,5,6-tetrahydropyridine

2-(phenylsulfonyl)-4,6,9,9a-tetrahydro-3H-quinolizine

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