rel-(2S,4S,10R)-4-(3,4-dimethoxy-6-iodophenyl)-2-(formyloxy)octahydro-4H-quinolizin-6-one

Base Information

• Chemical Name: rel-(2S,4S,10R)-4-(3,4-dimethoxy-6-iodophenyl)-2-(formyloxy)octahydro-4H-quinolizin-6-one
• CAS No.: 80696-89-5
• Molecular Formula: C₁₈H₂₂INO₅
• Molecular Weight: 459.281

Synonyms:rel-(2S,4S,10R)-4-(3,4-dimethoxy-6-iodophenyl)-2-(formyloxy)octahydro-4H-quinolizin-6-one

Chemical Property of rel-(2S,4S,10R)-4-(3,4-dimethoxy-6-iodophenyl)-2-(formyloxy)octahydro-4H-quinolizin-6-one

Chemical Property:

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Technology Process of rel-(2S,4S,10R)-4-(3,4-dimethoxy-6-iodophenyl)-2-(formyloxy)octahydro-4H-quinolizin-6-one

There total 3 articles about rel-(2S,4S,10R)-4-(3,4-dimethoxy-6-iodophenyl)-2-(formyloxy)octahydro-4H-quinolizin-6-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: 67.0%

N-<1-(3,4-dimethoxy-6-iodophenyl)but-3-en-1-yl>-5,5-dimethoxypentanamide (80696-85-1) → rel-(4S,10R)-4-(3,4-dimethoxy-6-iodophenyl)-1,6,7,8,9,10-hexahydro-4H-quinolizin-6-one (80696-92-0) + rel-(4S,10R)-4-(3,4-dimethoxy-6-iodophenyl)-1,6,7,8,9,10-hexahydro-4H-quinolizin-6-one (80696-93-1) + rel-(2R,4S,10R)-4-(3,4-dimethoxy-6-iodophenyl)-2-(formyloxy)octahydro-4H-quinolizin-6-one (80696-87-3) + rel-(2S,4S,10R)-4-(3,4-dimethoxy-6-iodophenyl)-2-(formyloxy)octahydro-4H-quinolizin-6-one (80696-89-5)

Guidance literature:

With formic acid; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1021/jo00347a036

Reference yield:

methyl 5,5-dimethoxyvalerate (23068-91-9) → rel-(2S,4S,10R)-4-(3,4-dimethoxy-6-iodophenyl)-2-(formyloxy)octahydro-4H-quinolizin-6-one (80696-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) trimethylaluminum / 1.) dichloromethane + heptane, RT, 30 min, 2.) reflux, 20 h

2: 7 percent / formic acid / CH₂Cl₂ / 4 h / Ambient temperature

With formic acid; trimethylaluminum; In dichloromethane;

DOI:10.1021/jo00347a036

Reference yield:

4-amino-4-(3,4-dimethoxy-6-iodophenyl)-1-butene (83948-32-7) → rel-(2S,4S,10R)-4-(3,4-dimethoxy-6-iodophenyl)-2-(formyloxy)octahydro-4H-quinolizin-6-one (80696-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) trimethylaluminum / 1.) dichloromethane + heptane, RT, 30 min, 2.) reflux, 20 h

2: 7 percent / formic acid / CH₂Cl₂ / 4 h / Ambient temperature

With formic acid; trimethylaluminum; In dichloromethane;

DOI:10.1021/jo00347a036

upstream raw materials:

N-<1-(3,4-dimethoxy-6-iodophenyl)but-3-en-1-yl>-5,5-dimethoxypentanamide

methyl 5,5-dimethoxyvalerate

4-amino-4-(3,4-dimethoxy-6-iodophenyl)-1-butene

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