tert-butyl-2-(diphenylmethyleneamino)-5-oxo-5-phenylpentanoate

Base Information

• Chemical Name: tert-butyl-2-(diphenylmethyleneamino)-5-oxo-5-phenylpentanoate
• CAS No.: 1426226-11-0
• Molecular Formula: C₂₈H₂₉NO₃
• Molecular Weight: 427.543
• Mol file: 1426226-11-0.mol

Synonyms:tert-butyl-2-(diphenylmethyleneamino)-5-oxo-5-phenylpentanoate

Chemical Property of tert-butyl-2-(diphenylmethyleneamino)-5-oxo-5-phenylpentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl-2-(diphenylmethyleneamino)-5-oxo-5-phenylpentanoate

There total 1 articles about tert-butyl-2-(diphenylmethyleneamino)-5-oxo-5-phenylpentanoate 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: 85.0%

N-(diphenylmethylene)glycine tert-butyl ester (81477-94-3) + Phenyl vinyl ketone (768-03-6,26742-84-7) → tert-butyl-2-(diphenylmethyleneamino)-5-oxo-5-phenylpentanoate (1426226-11-0)

Guidance literature:

With tetrabutylammomium bromide; potassium hydroxide; In dichloromethane; at 0 ℃; for 2.5h;

DOI:10.1039/c3ob27089k

Reference yield: 88.0%

tert-butyl-2-(diphenylmethyleneamino)-5-oxo-5-phenylpentanoate (1426226-11-0) → tert-butyl (5-phenyl-3,4-dihydro-2H-pyrrole)-2-carboxylate (1426226-10-9)

Guidance literature:

With citric acid; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1039/c3ob27089k

Reference yield:

tert-butyl-2-(diphenylmethyleneamino)-5-oxo-5-phenylpentanoate (1426226-11-0) → C22H29NO2

Guidance literature:

Multi-step reaction with 3 steps

1: citric acid / tetrahydrofuran / 2 h / 20 °C

2: potassium hydroxide; O⁽⁹⁾-allyl-N⁽¹⁾-2',3',4'-trifluorobenzylhydrocinchonidinium bromide / toluene / 3.5 h / 0 °C

3: hydrogen; palladium on activated charcoal / methanol / 24 h

With palladium on activated charcoal; hydrogen; citric acid; potassium hydroxide; O⁽⁹⁾-allyl-N⁽¹⁾-2',3',4'-trifluorobenzylhydrocinchonidinium bromide; In tetrahydrofuran; methanol; toluene;

DOI:10.1039/c3ob27089k

upstream raw materials:

N-(diphenylmethylene)glycine tert-butyl ester

Phenyl vinyl ketone

Downstream raw materials:

methyl 2-(naphthalene-1-ylmethyl)-5-phenyl-3,4-dihydro-2Hpyrrole-2-carboxylate

(2R,5S)-tert-butyl 2-benzyl-5-phenylpyrrolidine-2-carboxylate

(2R,5R)-tert-butyl 2-benzyl-5-phenylpyrrolidine-2-carboxylate

(2R,5S)-tert-butyl 2-allyl-5-phenylpyrrolidine-2-carboxylate