tert-butyl 4'-tert-butyl-2'-(3-chlorophenyl)-2-oxo-5'-phenyl-2',4'-dihydrospiro[indoline-3,3'-pyrazole]-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4'-tert-butyl-2'-(3-chlorophenyl)-2-oxo-5'-phenyl-2',4'-dihydrospiro[indoline-3,3'-pyrazole]-1-carboxylate
• CAS No.: 1416008-63-3
• Molecular Formula: C₃₁H₃₂ClN₃O₃
• Molecular Weight: 530.066
• Mol file: 1416008-63-3.mol

Synonyms:tert-butyl 4'-tert-butyl-2'-(3-chlorophenyl)-2-oxo-5'-phenyl-2',4'-dihydrospiro[indoline-3,3'-pyrazole]-1-carboxylate

Chemical Property of tert-butyl 4'-tert-butyl-2'-(3-chlorophenyl)-2-oxo-5'-phenyl-2',4'-dihydrospiro[indoline-3,3'-pyrazole]-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4'-tert-butyl-2'-(3-chlorophenyl)-2-oxo-5'-phenyl-2',4'-dihydrospiro[indoline-3,3'-pyrazole]-1-carboxylate

There total 5 articles about tert-butyl 4'-tert-butyl-2'-(3-chlorophenyl)-2-oxo-5'-phenyl-2',4'-dihydrospiro[indoline-3,3'-pyrazole]-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: 90.0%

(E)-tert-butyl 3-(2,2-dimethylpropylidene)-2-oxoindoline-1-carboxylate (1416007-57-2) + N'-(3-chlorophenyl)benzohydrazonoyl chloride (50802-12-5) → tert-butyl 4'-tert-butyl-2'-(3-chlorophenyl)-2-oxo-5'-phenyl-2',4'-dihydrospiro[indoline-3,3'-pyrazole]-1-carboxylate (1416008-63-3)

Guidance literature:

With magnesium(II) perchlorate; C₄₁H₆₀N₄O₄; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 60 ℃; for 4h; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol303097j

Reference yield:

2-oxoindole (59-48-3) → tert-butyl 4'-tert-butyl-2'-(3-chlorophenyl)-2-oxo-5'-phenyl-2',4'-dihydrospiro[indoline-3,3'-pyrazole]-1-carboxylate (1416008-63-3)

Guidance literature:

Multi-step reaction with 3 steps

1: piperidine / ethanol / 8 h / Reflux

2: dmap / dichloromethane / 1 h / 20 °C

3: C₄₁H₆₀N₄O₄; magnesium(II) perchlorate; N-ethyl-N,N-diisopropylamine / 1,2-dichloro-ethane / 4 h / 60 °C / Inert atmosphere

With piperidine; dmap; magnesium(II) perchlorate; C₄₁H₆₀N₄O₄; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/ol303097j

Reference yield:

(E)-3-(2,2-dimethylpropylidene)indolin-2-one (58808-09-6) → tert-butyl 4'-tert-butyl-2'-(3-chlorophenyl)-2-oxo-5'-phenyl-2',4'-dihydrospiro[indoline-3,3'-pyrazole]-1-carboxylate (1416008-63-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / dichloromethane / 1 h / 20 °C

2: C₄₁H₆₀N₄O₄; magnesium(II) perchlorate; N-ethyl-N,N-diisopropylamine / 1,2-dichloro-ethane / 4 h / 60 °C / Inert atmosphere

With dmap; magnesium(II) perchlorate; C₄₁H₆₀N₄O₄; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/ol303097j

upstream raw materials:

2-oxoindole

(E)-3-(2,2-dimethylpropylidene)indolin-2-one

benzaldehyde-(3-chloro-phenylhydrazone)

(E)-tert-butyl 3-(2,2-dimethylpropylidene)-2-oxoindoline-1-carboxylate