(S)-2-Benzyloxy-3-methoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline

Base Information

• Chemical Name: (S)-2-Benzyloxy-3-methoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline
• CAS No.: 98988-24-0
• Molecular Formula: C₂₅H₂₅NO₂
• Molecular Weight: 371.479

Synonyms:(S)-2-Benzyloxy-3-methoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline

Chemical Property of (S)-2-Benzyloxy-3-methoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline

Chemical Property:

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Technology Process of (S)-2-Benzyloxy-3-methoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline

There total 24 articles about (S)-2-Benzyloxy-3-methoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline 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: 90.9%

2-Benzyloxy-3-methoxy-5,6,13,13a-tetrahydro-isoquino[3,2-a]isoquinolin-8-one (110128-36-4) → (S)-2-Benzyloxy-3-methoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline (98988-24-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; Heating;

DOI:10.3987/COM-90-5411

Reference yield:

2-Benzyloxy-3-methoxy-5,6-dihydro-isoquino[3,2-a]isoquinoline-8-thione (115757-49-8) → (S)-2-Benzyloxy-3-methoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline (98988-24-0)

Guidance literature:

With sodium tetrahydroborate; acetic acid; In methanol; tert-butyl alcohol; for 0.333333h; Ambient temperature;

DOI:10.1021/jo00253a014

Reference yield:

2-benzyloxy-3-methoxy-5,6-dihydro-8H-dibenzoquinolizin-8-one (110128-35-3) → (S)-2-Benzyloxy-3-methoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline (98988-24-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / P₂S₅ / pyridine / 3 h / Heating

2: NaBH₄, CH₃COOH / 2-methyl-propan-2-ol; methanol / 0.33 h / Ambient temperature

With sodium tetrahydroborate; tetraphosphorus decasulfide; acetic acid; In pyridine; methanol; tert-butyl alcohol;

DOI:10.1021/jo00253a014

upstream raw materials:

7-Benzyloxy-2-(2-bromo-benzyl)-6-methoxy-1-methylene-1,2,3,4-tetrahydro-isoquinoline

2-Benzyloxy-3-methoxy-5,6,13,13a-tetrahydro-isoquino[3,2-a]isoquinolin-8-one

2-Benzyloxy-3-methoxy-5,6-dihydro-isoquino[3,2-a]isoquinoline-8-thione

N-<2-(4-benzyloxy-3-methoxyphenyl)-ethyl>-(2-hydroxymethyl)phenylacetamide

Downstream raw materials:

2,3-dimethoxyberbine

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