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

Base Information

Chemical Name:8-chloro-4a-(4-methoxyphenyl)-5-(methylsulfonyl)-2-tosyl-1,2,3,4,4a,5-hexahydrobenzo[b][1,6]naphthyridine
CAS No.:1602922-58-6
Molecular Formula:C₂₇H₂₇ClN₂O₅S₂
Molecular Weight:559.107
Hs Code.:

Synonyms:8-chloro-4a-(4-methoxyphenyl)-5-(methylsulfonyl)-2-tosyl-1,2,3,4,4a,5-hexahydrobenzo[b][1,6]naphthyridine

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Chemical Property of 8-chloro-4a-(4-methoxyphenyl)-5-(methylsulfonyl)-2-tosyl-1,2,3,4,4a,5-hexahydrobenzo[b][1,6]naphthyridine

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Technology Process of 8-chloro-4a-(4-methoxyphenyl)-5-(methylsulfonyl)-2-tosyl-1,2,3,4,4a,5-hexahydrobenzo[b][1,6]naphthyridine

There total 7 articles about 8-chloro-4a-(4-methoxyphenyl)-5-(methylsulfonyl)-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: 77.0%

: 1602923-06-7
N-(5-(5-chloro-2-(methylsulfonamido)phenyl)-5-hydroxypent-3-yn-1-yl)-N-(4-methoxybenzyl)-4-methylbenzenesulfonamide

: 1602922-58-6
8-chloro-4a-(4-methoxyphenyl)-5-(methylsulfonyl)-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:

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

: 1602922-58-6
8-chloro-4a-(4-methoxyphenyl)-5-(methylsulfonyl)-2-tosyl-1,2,3,4,4a,5-hexahydrobenzo[b][1,6]naphthyridine

Guidance literature:: Multi-step reaction with 3 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: trifluoroacetic acid / dichloromethane / 1 h / 0 °C

With n-butyllithium; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; mineral oil;
DOI:10.1021/jo500308y

Reference yield:

: 910230-30-7
2-amino-5-chlorobenzoyl chloride

: 1602922-58-6
8-chloro-4a-(4-methoxyphenyl)-5-(methylsulfonyl)-2-tosyl-1,2,3,4,4a,5-hexahydrobenzo[b][1,6]naphthyridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / chloroform / 12 h / 0 - 20 °C

2.1: lithium borohydride / tetrahydrofuran / 12 h / 0 °C / Reflux

3.1: manganese(IV) oxide / tetrahydrofuran; dichloromethane / 12 h / 20 °C

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

4.2: 0.5 h / -78 °C

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

With pyridine; manganese(IV) oxide; lithium borohydride; n-butyllithium; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1021/jo500308y