8-methoxy-9-(benzyloxy)-4-<(tert-butyloxy)carbonyl>-3a,4,5,6-tetrahydro-1H-benzo<1,6>naphthyridin-2(3H)-one

Base Information

Chemical Name:8-methoxy-9-(benzyloxy)-4-<(tert-butyloxy)carbonyl>-3a,4,5,6-tetrahydro-1H-benzo<1,6>naphthyridin-2(3H)-one
CAS No.:105400-90-6
Molecular Formula:C₂₄H₂₈N₂O₅
Molecular Weight:424.497
Hs Code.:

8-methoxy-9-(benzyloxy)-4-<(tert-butyloxy)carbonyl>-3a,4,5,6-tetrahydro-1H-benzo<de><1,6>naphthyridin-2(3H)-one

Synonyms:8-methoxy-9-(benzyloxy)-4-<(tert-butyloxy)carbonyl>-3a,4,5,6-tetrahydro-1H-benzo<1,6>naphthyridin-2(3H)-one

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Chemical Property of 8-methoxy-9-(benzyloxy)-4-<(tert-butyloxy)carbonyl>-3a,4,5,6-tetrahydro-1H-benzo<1,6>naphthyridin-2(3H)-one

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Technology Process of 8-methoxy-9-(benzyloxy)-4-<(tert-butyloxy)carbonyl>-3a,4,5,6-tetrahydro-1H-benzo<1,6>naphthyridin-2(3H)-one

There total 7 articles about 8-methoxy-9-(benzyloxy)-4-<(tert-butyloxy)carbonyl>-3a,4,5,6-tetrahydro-1H-benzo<1,6>naphthyridin-2(3H)-one 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%

: 100-39-0
benzyl bromide

: 105400-94-0
8-methoxy-9-hydroxy-4-<(tert-butyloxy)carbonyl>-3a,4,5,6-tetrahydro-1H-benzo<1,6>naphthyridin-2(3H)-one

: 105400-90-6
8-methoxy-9-(benzyloxy)-4-<(tert-butyloxy)carbonyl>-3a,4,5,6-tetrahydro-1H-benzo<1,6>naphthyridin-2(3H)-one

Guidance literature:: With potassium carbonate; Inert atmosphere;
DOI:10.1016/j.tetlet.2020.151924

Reference yield:

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 105400-90-6
8-methoxy-9-(benzyloxy)-4-<(tert-butyloxy)carbonyl>-3a,4,5,6-tetrahydro-1H-benzo<1,6>naphthyridin-2(3H)-one

Guidance literature:: Multi-step reaction with 6 steps

1: 64 percent / 48percent aq. HBr / 15 h / 95 °C

2: 1.) 40percent aq. HNO₃, NaNO₂, 2.) concd. NH₃ / 1.) ethanol, 0 deg C, 30 min, 2.) methanol, reflux

3: 72 percent / 1 h / Heating

4: 100 percent / H₂ / 5percent Pd/C / acetic acid / 1 h / 2327.2 Torr

5: 86 percent / CHCl₃ / 1.5 h / Heating

6: 88 percent / K₂CO₃ / acetone / 1.5 h / Heating

With ammonium hydroxide; hydrogen bromide; hydrogen; nitric acid; potassium carbonate; sodium nitrite; palladium on activated charcoal; In chloroform; acetic acid; acetone;
DOI:10.1021/jo00380a024

Reference yield:

: 4602-73-7
3,4-dihydro-7-hydroxy-6-methoxy-isoquinoline

: 105400-90-6
8-methoxy-9-(benzyloxy)-4-<(tert-butyloxy)carbonyl>-3a,4,5,6-tetrahydro-1H-benzo<1,6>naphthyridin-2(3H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) 40percent aq. HNO₃, NaNO₂, 2.) concd. NH₃ / 1.) ethanol, 0 deg C, 30 min, 2.) methanol, reflux

2: 72 percent / 1 h / Heating

3: 100 percent / H₂ / 5percent Pd/C / acetic acid / 1 h / 2327.2 Torr

4: 86 percent / CHCl₃ / 1.5 h / Heating

5: 88 percent / K₂CO₃ / acetone / 1.5 h / Heating

With ammonium hydroxide; hydrogen; nitric acid; potassium carbonate; sodium nitrite; palladium on activated charcoal; In chloroform; acetic acid; acetone;
DOI:10.1021/jo00380a024