adamantan-1-yl 1-(2,2-diphenylvinyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Base Information

• Chemical Name: adamantan-1-yl 1-(2,2-diphenylvinyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
• CAS No.: 1402165-25-6
• Molecular Formula: C₃₄H₃₅NO₂
• Molecular Weight: 489.657
• Mol file: 1402165-25-6.mol

Synonyms:adamantan-1-yl 1-(2,2-diphenylvinyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Chemical Property of adamantan-1-yl 1-(2,2-diphenylvinyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of adamantan-1-yl 1-(2,2-diphenylvinyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

There total 3 articles about adamantan-1-yl 1-(2,2-diphenylvinyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate 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: 68.0%

1,1-Diphenylethylene (530-48-3) + C20H25NO2 (1402165-40-5) → 2,2-diphenyl-1,6,7,11b-tetrahydro-[1,3]oxazino[4,3-a]isoquinolin-4(2H)-one (1402165-16-5) + adamantan-1-yl 1-(2,2-diphenylvinyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (1402165-25-6)

Guidance literature:

With 4-acetamido-1-hydroxy-2,2,6,6-tetramethylpiperidinium tetrafluoroborate; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/anie.201202379

Reference yield:

1-adamantyl chloroformate (5854-52-4) → adamantan-1-yl 1-(2,2-diphenylvinyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (1402165-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / tetrahydrofuran; water / 2 h / -5 - 20 °C

2: 4-acetamido-1-hydroxy-2,2,6,6-tetramethylpiperidinium tetrafluoroborate; copper(II) bis(trifluoromethanesulfonate) / dichloromethane / 24 h / 20 °C / Inert atmosphere

With 4-acetamido-1-hydroxy-2,2,6,6-tetramethylpiperidinium tetrafluoroborate; copper(II) bis(trifluoromethanesulfonate); sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/anie.201202379

Reference yield:

1,2,3,4-tetrahydroisoquinoline (91-21-4) → 2,2-diphenyl-1,6,7,11b-tetrahydro-[1,3]oxazino[4,3-a]isoquinolin-4(2H)-one (1402165-16-5) + adamantan-1-yl 1-(2,2-diphenylvinyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (1402165-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / tetrahydrofuran; water / 2 h / -5 - 20 °C

2: 4-acetamido-1-hydroxy-2,2,6,6-tetramethylpiperidinium tetrafluoroborate; copper(II) bis(trifluoromethanesulfonate) / dichloromethane / 24 h / 20 °C / Inert atmosphere

With 4-acetamido-1-hydroxy-2,2,6,6-tetramethylpiperidinium tetrafluoroborate; copper(II) bis(trifluoromethanesulfonate); sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/anie.201202379

upstream raw materials:

1,1-Diphenylethylene

C₂₀H₂₅NO₂

1,2,3,4-tetrahydroisoquinoline

1-adamantyl chloroformate