(1S,4aS,10aS)-1-(3,4-dimethoxybenzyl)-1,2,3,4,4a,5,10,10a-octahydro-5,5-dimethylbenzo[b][1,7]naphthyridine

Base Information

Chemical Name:(1S,4aS,10aS)-1-(3,4-dimethoxybenzyl)-1,2,3,4,4a,5,10,10a-octahydro-5,5-dimethylbenzo[b][1,7]naphthyridine
CAS No.:372965-71-4
Molecular Formula:C₂₃H₃₀N₂O₂
Molecular Weight:366.503
Hs Code.:

Synonyms:(1S,4aS,10aS)-1-(3,4-dimethoxybenzyl)-1,2,3,4,4a,5,10,10a-octahydro-5,5-dimethylbenzo[b][1,7]naphthyridine

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Chemical Property of (1S,4aS,10aS)-1-(3,4-dimethoxybenzyl)-1,2,3,4,4a,5,10,10a-octahydro-5,5-dimethylbenzo[b][1,7]naphthyridine

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Technology Process of (1S,4aS,10aS)-1-(3,4-dimethoxybenzyl)-1,2,3,4,4a,5,10,10a-octahydro-5,5-dimethylbenzo[b][1,7]naphthyridine

There total 7 articles about (1S,4aS,10aS)-1-(3,4-dimethoxybenzyl)-1,2,3,4,4a,5,10,10a-octahydro-5,5-dimethylbenzo[b][1,7]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: 100.0%

: 372965-69-0
(1S,4aS,10aS)-2-benzyl-7-chloro-1-(3,4-dimethoxybenzyl)-1,2,3,4,4a,5,10,10a-octahydro-5,5-dimethylbenzo[b][1,7]naphthyridine

: 372965-71-4
(1S,4aS,10aS)-1-(3,4-dimethoxybenzyl)-1,2,3,4,4a,5,10,10a-octahydro-5,5-dimethylbenzo[b][1,7]naphthyridine

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 60 ℃; for 12h; under 7600 Torr;
DOI:10.1002/1522-2675(20010711)84:7<2064::AID-HLCA2064>3.0.CO;2-Y

Reference yield:

: 32161-30-1
(S)-3,4-dimethoxyphenylalanine

: 372965-71-4
(1S,4aS,10aS)-1-(3,4-dimethoxybenzyl)-1,2,3,4,4a,5,10,10a-octahydro-5,5-dimethylbenzo[b][1,7]naphthyridine

Guidance literature:: Multi-step reaction with 7 steps

1.1: 7.23 g / AcCl / 3 h / 20 °C

2.1: 57 percent / CaO / dimethylformamide / 144 h / 20 °C

3.1: K₂CO₃; Bu₄NI / dimethylformamide / 4 h / 20 °C

3.2: 93 percent / dimethylformamide / 48 h / 100 °C

4.1: 98 percent / LiAlH₄ / diethyl ether / 20 °C

5.1: oxalyl chloride / CH₂Cl₂; dimethylsulfoxide / 6 h / -45 °C

5.2: 100 percent / Et₃N / CH₂Cl₂; dimethylsulfoxide / -45 °C

6.1: 26 percent / 4 Angstroem mol. sieves / CH₂Cl₂ / 48 h / 20 °C

7.1: 100 percent / hydrogen / Pd/C / ethanol / 12 h / 60 °C / 7600 Torr

With lithium aluminium tetrahydride; oxalyl dichloride; 4 A molecular sieve; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; acetyl chloride; calcium oxide; palladium on activated charcoal; In diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1002/1522-2675(20010711)84:7<2064::AID-HLCA2064>3.0.CO;2-Y

Reference yield:

: 104528-83-8
(S)-(+)-3,4-dimethoxyphenylalanine ethyl ester

: 372965-71-4
(1S,4aS,10aS)-1-(3,4-dimethoxybenzyl)-1,2,3,4,4a,5,10,10a-octahydro-5,5-dimethylbenzo[b][1,7]naphthyridine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 57 percent / CaO / dimethylformamide / 144 h / 20 °C

2.1: K₂CO₃; Bu₄NI / dimethylformamide / 4 h / 20 °C

2.2: 93 percent / dimethylformamide / 48 h / 100 °C

3.1: 98 percent / LiAlH₄ / diethyl ether / 20 °C

4.1: oxalyl chloride / CH₂Cl₂; dimethylsulfoxide / 6 h / -45 °C

4.2: 100 percent / Et₃N / CH₂Cl₂; dimethylsulfoxide / -45 °C

5.1: 26 percent / 4 Angstroem mol. sieves / CH₂Cl₂ / 48 h / 20 °C

6.1: 100 percent / hydrogen / Pd/C / ethanol / 12 h / 60 °C / 7600 Torr

With lithium aluminium tetrahydride; oxalyl dichloride; 4 A molecular sieve; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; calcium oxide; palladium on activated charcoal; In diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1002/1522-2675(20010711)84:7<2064::AID-HLCA2064>3.0.CO;2-Y