(+)-1-cyano-1-phenyl-1,2-dihydroisoquinoline-2-carboxylic acid vinyl ester

Base Information

• Chemical Name: (+)-1-cyano-1-phenyl-1,2-dihydroisoquinoline-2-carboxylic acid vinyl ester
• CAS No.: 380427-47-4
• Molecular Formula: C₁₉H₁₄N₂O₂
• Molecular Weight: 302.332
• Mol file: 380427-47-4.mol

Synonyms:(+)-1-cyano-1-phenyl-1,2-dihydroisoquinoline-2-carboxylic acid vinyl ester

Chemical Property of (+)-1-cyano-1-phenyl-1,2-dihydroisoquinoline-2-carboxylic acid vinyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (+)-1-cyano-1-phenyl-1,2-dihydroisoquinoline-2-carboxylic acid vinyl ester

There total 1 articles about (+)-1-cyano-1-phenyl-1,2-dihydroisoquinoline-2-carboxylic acid vinyl ester 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:

1-phenylisoquinoline (3297-72-1) + trimethylsilyl cyanide (7677-24-9) + Vinyl chloroformate (5130-24-5) → (+)-1-cyano-1-phenyl-1,2-dihydroisoquinoline-2-carboxylic acid vinyl ester (380427-47-4) + 1-cyano-1-phenyl-1H-isoquinoline-2-carboxylic acid vinyl ester

Guidance literature:

With (6,6'-dibromo BINOL)AlOTf; In dichloromethane; at -40 ℃; for 48h; Title compound not separated from byproducts.;

DOI:10.1021/ja016935c

Reference yield: 98.0%

(+)-1-cyano-1-phenyl-1,2-dihydroisoquinoline-2-carboxylic acid vinyl ester (380427-47-4) → (+)-1-cyano-1-phenyl-1,2-dihydroisoquinoline-2-carboxylic acid ethyl ester (380427-56-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 0.25h; under 760.051 Torr;

DOI:10.1021/ja016935c

Reference yield:

(+)-1-cyano-1-phenyl-1,2-dihydroisoquinoline-2-carboxylic acid vinyl ester (380427-47-4) → (+)-10b-phenyl-10bH-imidazo[5,1-a]isoquinoline-1,3-dione (380427-57-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / hydrogen / Pd/C / methanol / 0.25 h / 760.05 Torr

2: 87 percent / LiOH*H₂O; aq. H₂O₂ / methanol / 1 h / 20 °C

With lithium hydroxide; hydrogen; dihydrogen peroxide; palladium on activated charcoal; In methanol;

DOI:10.1021/ja016935c

upstream raw materials:

1-phenylisoquinoline

trimethylsilyl cyanide

Vinyl chloroformate

Downstream raw materials:

(+)-1-cyano-1-phenyl-1,2-dihydroisoquinoline-2-carboxylic acid ethyl ester

(+)-10b-phenyl-10bH-imidazo[5,1-a]isoquinoline-1,3-dione

Refernces