methyl 1-benzyl-2-oxo-1,2,3a,4,5,6-hexahydro-1'H-spiro[indole-3,4'-pyridine]-1'-carboxylate

Base Information

Chemical Name:methyl 1-benzyl-2-oxo-1,2,3a,4,5,6-hexahydro-1'H-spiro[indole-3,4'-pyridine]-1'-carboxylate
CAS No.:1429044-07-4
Molecular Formula:C₂₁H₂₂N₂O₃
Molecular Weight:350.417
Hs Code.:

Synonyms:methyl 1-benzyl-2-oxo-1,2,3a,4,5,6-hexahydro-1'H-spiro[indole-3,4'-pyridine]-1'-carboxylate

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Chemical Property of methyl 1-benzyl-2-oxo-1,2,3a,4,5,6-hexahydro-1'H-spiro[indole-3,4'-pyridine]-1'-carboxylate

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Technology Process of methyl 1-benzyl-2-oxo-1,2,3a,4,5,6-hexahydro-1'H-spiro[indole-3,4'-pyridine]-1'-carboxylate

There total 5 articles about methyl 1-benzyl-2-oxo-1,2,3a,4,5,6-hexahydro-1'H-spiro[indole-3,4'-pyridine]-1'-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: 72.0%

: 61666-81-7
N-benzyl-N-cyclohex-1-enyl-isonicotinamide

: 79-22-1
methyl chloroformate

: 1429044-08-5
C₂₁H₂₂N₂O₃

: 1429044-07-4
methyl 1-benzyl-2-oxo-1,2,3a,4,5,6-hexahydro-1'H-spiro[indole-3,4'-pyridine]-1'-carboxylate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; Overall yield = 91 %; Inert atmosphere;
DOI:10.1021/ol400571j

Reference yield:

: 55-22-1
pyridine-4-carboxylic acid

: 1429044-08-5
C₂₁H₂₂N₂O₃

: 1429044-07-4
methyl 1-benzyl-2-oxo-1,2,3a,4,5,6-hexahydro-1'H-spiro[indole-3,4'-pyridine]-1'-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: thionyl chloride / 2 h / Inert atmosphere

2.1: triethylamine / dichloromethane / 0.03 h / 0 °C / Inert atmosphere; Molecular sieve

2.2: 0 - 20 °C / Inert atmosphere

3.1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; thionyl chloride; triethylamine; In dichloromethane;
DOI:10.1021/ol400571j

Reference yield:

: 108-94-1,11119-77-0,9003-41-2,9075-99-4
cyclohexanone

: 1429044-08-5
C₂₁H₂₂N₂O₃

: 1429044-07-4
methyl 1-benzyl-2-oxo-1,2,3a,4,5,6-hexahydro-1'H-spiro[indole-3,4'-pyridine]-1'-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dichloromethane / 20 °C / Inert atmosphere; Molecular sieve

2.1: triethylamine / dichloromethane / 0.03 h / 0 °C / Inert atmosphere; Molecular sieve

2.2: 0 - 20 °C / Inert atmosphere

3.1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; triethylamine; In dichloromethane;
DOI:10.1021/ol400571j