(6aR)-5,6,6a,7-Tetrahydro-1,2-dimethoxy-6-methyl-4H-dibenzo[de,g]quinolin-3-ol

Base Information

Chemical Name:(6aR)-5,6,6a,7-Tetrahydro-1,2-dimethoxy-6-methyl-4H-dibenzo[de,g]quinolin-3-ol
CAS No.:41645-66-3
Molecular Formula:C19H21NO3
Molecular Weight:0
Hs Code.:
Mol file:41645-66-3.mol

Synonyms:lirinine;(R)-1,2-dimethoxy-5,6,6a,7-tetrahydro-6-methyl-4H-dibenzo[de,g]quinolin-3-ol;(6aR)-5,6,6a,7-Tetrahydro-1,2-dimethoxy-6-methyl-4H-dibenzo[de,g]quinolin-3-ol;

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (6aR)-5,6,6a,7-Tetrahydro-1,2-dimethoxy-6-methyl-4H-dibenzo[de,g]quinolin-3-ol

Chemical Property:

PSA：41.93000
LogP:3.09940

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (6aR)-5,6,6a,7-Tetrahydro-1,2-dimethoxy-6-methyl-4H-dibenzo[de,g]quinolin-3-ol

There total 11 articles about (6aR)-5,6,6a,7-Tetrahydro-1,2-dimethoxy-6-methyl-4H-dibenzo[de,g]quinolin-3-ol 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: 89.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 82644-36-8
(R)-1,2-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-3-ol

: 41645-66-3
3-Hydroxynuciferin

Guidance literature:: With sodium cyanoborohydride; In water; acetonitrile; for 2h; Ambient temperature;
DOI:10.1002/jlac.198219820614

Reference yield:

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 82644-36-8
(R)-1,2-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-3-ol

: 41645-66-3
lirinine

Guidance literature:: formaldehyd; (R)-1,2-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-3-ol; In methanol; water; at 20 ℃; for 0.5h; Inert atmosphere;

With sodium tetrahydroborate; In methanol; water; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tet.2011.12.022

Reference yield:

: 2-(benzyloxy)-3,4-dimethoxy-1-(2-methoxyvinyl)benzene

: 41645-66-3
lirinine

Guidance literature:: Multi-step reaction with 9 steps

1.1: hydrogenchloride / water; acetone / 1 h / 0 - 20 °C / Inert atmosphere

2.1: titanium(IV) tetraethanolate / dichloromethane / 4 h / Reflux; Inert atmosphere

3.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Inert atmosphere

4.1: boron trifluoride diethyl etherate / dichloromethane / 18 h / -78 °C / Inert atmosphere

5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere

6.1: hydrogenchloride / 1,2-dimethoxyethane; water / 1 h / 80 °C

7.1: chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II); caesium carbonate / N,N-dimethyl acetamide / 1 h / 110 °C / Inert atmosphere

7.2: 20 °C / Inert atmosphere

8.1: sodium naphthalenide / 1,2-dimethoxyethane / Cooling with isopropanol-dry ice; Inert atmosphere

9.1: methanol; water / 0.5 h / 20 °C / Inert atmosphere

9.2: 1 h / 20 °C / Inert atmosphere

With hydrogenchloride; titanium(IV) tetraethanolate; sodium tetrahydroborate; chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II); boron trifluoride diethyl etherate; caesium carbonate; 3-chloro-benzenecarboperoxoic acid; sodium naphthalenide; In methanol; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl acetamide; water; acetone;
DOI:10.1016/j.tet.2011.12.022