2-(3-iodo-7,9-dimethyl-2,8-dioxo-4-phenyl-1-azaspiro[4.5]deca-3,6,9-trien-1-yl)acetaldehyde

Base Information

• Chemical Name: 2-(3-iodo-7,9-dimethyl-2,8-dioxo-4-phenyl-1-azaspiro[4.5]deca-3,6,9-trien-1-yl)acetaldehyde
• CAS No.: 1383129-20-1
• Molecular Formula: C₁₉H₁₆INO₃
• Molecular Weight: 433.245

Synonyms:2-(3-iodo-7,9-dimethyl-2,8-dioxo-4-phenyl-1-azaspiro[4.5]deca-3,6,9-trien-1-yl)acetaldehyde

Chemical Property of 2-(3-iodo-7,9-dimethyl-2,8-dioxo-4-phenyl-1-azaspiro[4.5]deca-3,6,9-trien-1-yl)acetaldehyde

Chemical Property:

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Technology Process of 2-(3-iodo-7,9-dimethyl-2,8-dioxo-4-phenyl-1-azaspiro[4.5]deca-3,6,9-trien-1-yl)acetaldehyde

There total 5 articles about 2-(3-iodo-7,9-dimethyl-2,8-dioxo-4-phenyl-1-azaspiro[4.5]deca-3,6,9-trien-1-yl)acetaldehyde 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: 96.0%

1-(2,2-diethoxyethyl)-3-iodo-7,9-dimethyl-4-phenyl-1-azaspiro[4.5]deca-3,6,9-triene-2,8-dione (1383129-78-9) → 2-(3-iodo-7,9-dimethyl-2,8-dioxo-4-phenyl-1-azaspiro[4.5]deca-3,6,9-trien-1-yl)acetaldehyde (1383129-20-1)

Guidance literature:

With iodine; In acetone; at 20 ℃; Inert atmosphere;

DOI:10.1039/c2cc32783j

Reference yield:

N-(2,2-diethoxyethyl)-N-(4-methoxy-3,5-dimethylphenyl)-3-phenylpropiolamide (1383129-55-2) → 2-(3-iodo-7,9-dimethyl-2,8-dioxo-4-phenyl-1-azaspiro[4.5]deca-3,6,9-trien-1-yl)acetaldehyde (1383129-20-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Iodine monochloride / dichloromethane / -78 °C / Inert atmosphere

2: iodine / acetone / 20 °C / Inert atmosphere

With iodine; Iodine monochloride; In dichloromethane; acetone; 1: Larock iodocyclization reaction;

DOI:10.1039/c2cc32783j

Reference yield:

phenylpropyolic acid (637-44-5) → 2-(3-iodo-7,9-dimethyl-2,8-dioxo-4-phenyl-1-azaspiro[4.5]deca-3,6,9-trien-1-yl)acetaldehyde (1383129-20-1)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C / Inert atmosphere

2: Iodine monochloride / dichloromethane / -78 °C / Inert atmosphere

3: iodine / acetone / 20 °C / Inert atmosphere

With dmap; iodine; Iodine monochloride; dicyclohexyl-carbodiimide; In dichloromethane; acetone; 2: Larock iodocyclization reaction;

DOI:10.1039/c2cc32783j

upstream raw materials:

N-(2,2-diethoxyethyl)-N-(4-methoxy-3,5-dimethylphenyl)-3-phenylpropiolamide

1-(2,2-diethoxyethyl)-3-iodo-7,9-dimethyl-4-phenyl-1-azaspiro[4.5]deca-3,6,9-triene-2,8-dione

N-(2,2-diethoxyethyl)-4-methoxy-3,5-dimethylaniline

5-iodo-2-methoxy-1,3-dimethylbenzene

Downstream raw materials:

(6aR,7R,10aS)-2-iodo-7,9-dimethyl-1-phenyl-6a,7-dihydropyrrolo[2,1-i]indole-3,6,8(5H)-trione

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