(6aR,12bS)-10,11-dimethoxy-6-(4-nitrobenzenesulfonyl)-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine

Base Information

Chemical Name:(6aR,12bS)-10,11-dimethoxy-6-(4-nitrobenzenesulfonyl)-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine
CAS No.:1315338-50-1
Molecular Formula:C₂₅H₂₄N₂O₆S
Molecular Weight:480.541
Hs Code.:

Synonyms:(6aR,12bS)-10,11-dimethoxy-6-(4-nitrobenzenesulfonyl)-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine

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Chemical Property of (6aR,12bS)-10,11-dimethoxy-6-(4-nitrobenzenesulfonyl)-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine

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Technology Process of (6aR,12bS)-10,11-dimethoxy-6-(4-nitrobenzenesulfonyl)-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine

There total 8 articles about (6aR,12bS)-10,11-dimethoxy-6-(4-nitrobenzenesulfonyl)-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine 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: 55.0%

: 1315338-46-5
(1R,2R)-N-(6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-N-methoxymethyl-4-nitro-benzenesulfonamide

: 1315338-50-1
(6aR,12bS)-10,11-dimethoxy-6-(4-nitrobenzenesulfonyl)-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -50 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.04.008

Reference yield:

: 1315338-44-3
(1R,2R)-N-(6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-4-nitro-benzenesulfonamide

: 1315338-50-1
(6aR,12bS)-10,11-dimethoxy-6-(4-nitrobenzenesulfonyl)-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine

Guidance literature:: Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / 12 h / 20 °C

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 4 h / -50 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; In dichloromethane; 2: Pictet-Spengler cyclisation;
DOI:10.1016/j.tetasy.2011.04.008

Reference yield:

: 85185-33-7,85185-34-8
1,2-dimethoxy-4-(4-phenyl-but-3-enyl)benzene

: 1315338-50-1
(6aR,12bS)-10,11-dimethoxy-6-(4-nitrobenzenesulfonyl)-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine

Guidance literature:: Multi-step reaction with 3 steps

1: copper(II) bis(trifluoromethanesulfonate); (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole) / dichloromethane / 1.5 h / 25 °C / Inert atmosphere; Molecular sieve

2: boron trifluoride diethyl etherate / 12 h / 20 °C

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 4 h / -50 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; copper(II) bis(trifluoromethanesulfonate); (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); In dichloromethane; 3: Pictet-Spengler cyclisation;
DOI:10.1016/j.tetasy.2011.04.008