4a-(4-methoxyphenyl)-5-(methylsulfonyl)-10-pentyl-2-tosyl-1,2,3,4,4a,5-hexahydrobenzo[b][1,6]naphthyridine

Base Information

Chemical Name:4a-(4-methoxyphenyl)-5-(methylsulfonyl)-10-pentyl-2-tosyl-1,2,3,4,4a,5-hexahydrobenzo[b][1,6]naphthyridine
CAS No.:1602922-52-0
Molecular Formula:C₃₂H₃₈N₂O₅S₂
Molecular Weight:594.796
Hs Code.:

Synonyms:4a-(4-methoxyphenyl)-5-(methylsulfonyl)-10-pentyl-2-tosyl-1,2,3,4,4a,5-hexahydrobenzo[b][1,6]naphthyridine

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Chemical Property of 4a-(4-methoxyphenyl)-5-(methylsulfonyl)-10-pentyl-2-tosyl-1,2,3,4,4a,5-hexahydrobenzo[b][1,6]naphthyridine

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Technology Process of 4a-(4-methoxyphenyl)-5-(methylsulfonyl)-10-pentyl-2-tosyl-1,2,3,4,4a,5-hexahydrobenzo[b][1,6]naphthyridine

There total 5 articles about 4a-(4-methoxyphenyl)-5-(methylsulfonyl)-10-pentyl-2-tosyl-1,2,3,4,4a,5-hexahydrobenzo[b][1,6]naphthyridine 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: 70.0%

: 1602923-00-1
N-(5-hydroxy-5-(2-(methylsulfonamido)phenyl)dec-3-yn-1-yl)-N-(4-methoxybenzyl)-4-methylbenzenesulfonamide

: 1602922-52-0
4a-(4-methoxyphenyl)-5-(methylsulfonyl)-10-pentyl-2-tosyl-1,2,3,4,4a,5-hexahydrobenzo[b][1,6]naphthyridine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jo500308y

Reference yield:

: 1602922-82-6
N-(5-hydroxy-5-(2-(methylsulfonamido)phenyl)pent-3-yn-1-yl)-N-(4-methoxybenzyl)-4-methylbenzenesulfonamide

: 1602922-52-0
4a-(4-methoxyphenyl)-5-(methylsulfonyl)-10-pentyl-2-tosyl-1,2,3,4,4a,5-hexahydrobenzo[b][1,6]naphthyridine

Guidance literature:: Multi-step reaction with 3 steps

1: manganese(IV) oxide / dichloromethane / 1 h / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

3: trifluoroacetic acid / dichloromethane / 1 h / 0 °C

With manganese(IV) oxide; tetrabutyl ammonium fluoride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo500308y

Reference yield:

: 161040-05-7
N-(but-3-yn-1-yl)-4-methylbenzenesulfonamide

: 1602922-52-0
4a-(4-methoxyphenyl)-5-(methylsulfonyl)-10-pentyl-2-tosyl-1,2,3,4,4a,5-hexahydrobenzo[b][1,6]naphthyridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

1.2: 60 °C

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

2.2: 0.5 h / -78 °C

3.1: manganese(IV) oxide / dichloromethane / 1 h / 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

5.1: trifluoroacetic acid / dichloromethane / 1 h / 0 °C

With manganese(IV) oxide; n-butyllithium; tetrabutyl ammonium fluoride; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; mineral oil;
DOI:10.1021/jo500308y