11-benzyloxy-10-methoxy-7,8-dihydro-5H-benzopyrido<3,4-g>quinolizin-5-one

• Chemical Name: 11-benzyloxy-10-methoxy-7,8-dihydro-5H-benzopyrido<3,4-g>quinolizin-5-one
• Molecular Formula: C₂₄H₂₀N₂O₃
• Molecular Weight: 384.434
• Mol file: 104669-20-7.mol

Synonyms:11-benzyloxy-10-methoxy-7,8-dihydro-5H-benzopyrido<3,4-g>quinolizin-5-one

Chemical Property of 11-benzyloxy-10-methoxy-7,8-dihydro-5H-benzo

Chemical Property:

Purity/Quality:

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Technology Process of 11-benzyloxy-10-methoxy-7,8-dihydro-5H-benzo

There total 10 articles about 11-benzyloxy-10-methoxy-7,8-dihydro-5H-benzopyrido<3,4-g>quinolizin-5-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: 95.0%

Acetic acid (12S,12aR)-2-benzyloxy-3-methoxy-7-oxo-5,7,12,12a-tetrahydro-6H-6a,9-diaza-benzo[a]anthracen-12-yl ester (104669-18-3) → 11-benzyloxy-10-methoxy-7,8-dihydro-5H-benzopyrido<3,4-g>quinolizin-5-one (104669-20-7)

Guidance literature:

With pyridine; trichlorophosphate; at 20 ℃; for 3h;

DOI:10.1139/v86-173

Reference yield: 27.0%

7-benzyloxy-6-methoxy-1-methylene-2-nicotinyl-1,2,3,4-tetrahydroisoquinoline (120155-05-7) → 11-benzyloxy-10-methoxy-7,8-dihydro-5H-benzopyrido<3,2-g>quinolizin-5-one (120155-02-4) + 11-benzyloxy-10-methoxy-7,8-dihydro-5H-benzopyrido<3,4-g>quinolizin-5-one (104669-20-7)

Guidance literature:

In benzene; at 15 - 20 ℃; for 4.5h; Irradiation;

DOI:10.1016/S0040-4020(01)85978-0

Reference yield:

cinchomeronic anhydride (4664-08-8) → 11-benzyloxy-10-methoxy-7,8-dihydro-5H-benzopyrido<3,4-g>quinolizin-5-one (104669-20-7)

Guidance literature:

Multi-step reaction with 4 steps

1: NaBH₄ / tetrahydrofuran; dimethylformamide / 1.) 0 deg C, 1 h; 2.) r.t., 3 h

2: 1.) LDA / 1.) THF, -60 deg C, 15 min; 2.) THF, -60 deg C, 2 h, then 20 deg C, 12 h

3: 83 percent / pyridine / 12 h

4: 95 percent / POCl₃, pyridine / 3 h / 20 °C

With pyridine; sodium tetrahydroborate; lithium diisopropyl amide; trichlorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1139/v86-173

upstream raw materials:

7-benzyloxy-6-methoxy-1-methylene-2-nicotinyl-1,2,3,4-tetrahydroisoquinoline

Acetic acid (12S,12aR)-2-benzyloxy-3-methoxy-7-oxo-5,7,12,12a-tetrahydro-6H-6a,9-diaza-benzo[a]anthracen-12-yl ester

1,3-dihydrofuro<3,4-c>pyridin-3-one

cinchomeronic anhydride

Downstream raw materials:

(6aR,12aS)-2-Benzyloxy-3-methoxy-5,7,12,12a-tetrahydro-6H-6a,9-diaza-benzo[a]anthracene

11-benzyloxy-10-methoxy-7,8-dihydro-5H-benzopyrido<3,4-g>quinolizin-5-thione

(8R*,13aS*)-2-benzyloxy-5,6,13,13a-tetrahydro-3-methoxy-8-methyl-8H-isoquino<2,1-b><2,7>naphthyridine

(8S*,13aS*)-2-benzyloxy-5,6,13,13a-tetrahydro-3-methoxy-8-methyl-8H-isoquino<2,1-b><2,7>naphthyridine