(2S)-2-PHENYL-4-OXOPYRROLIDINE, N-BOC PROTECTED

Base Information

• Chemical Name: (2S)-2-PHENYL-4-OXOPYRROLIDINE, N-BOC PROTECTED
• CAS No.: 635724-46-8
• Molecular Formula: C15H19NO3
• Molecular Weight: 261.321
• Hs Code.: 2933790090
• Mol file: 635724-46-8.mol

Synonyms:

Chemical Property of (2S)-2-PHENYL-4-OXOPYRROLIDINE, N-BOC PROTECTED

Chemical Property:

• Boiling Point: 385.6±42.0 °C(Predicted)
• PKA: -2.56±0.40(Predicted)
• Density: 1.147±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C

Purity/Quality:

97%+ ^*data from raw suppliers

tert-Butyl(2S)-2-phenyl-4-oxopyrrolidine-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S)-2-PHENYL-4-OXOPYRROLIDINE, N-BOC PROTECTED

There total 4 articles about (2S)-2-PHENYL-4-OXOPYRROLIDINE, N-BOC PROTECTED 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%

tert-butyl (2S,4S)-4-hydroxy-2-phenylpyrrolidine-1-carboxylate (635724-45-7) → tert-butyl (2S)-4-oxo-2-phenylpyrrolidine-1-carboxylate (635724-46-8)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 - 0 ℃;

DOI:10.1016/j.bmcl.2006.01.030

Reference yield:

3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-3,4-dihydro-2H-pyrrole → tert-butyl (2S)-4-oxo-2-phenylpyrrolidine-1-carboxylate (635724-46-8)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pt/C

2: HF*Et₃N

3: 85 percent / (COCl)2; DMSO / CH₂Cl₂ / -78 - 0 °C

With oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine hydrofluoride; platinum on activated charcoal; In dichloromethane; 4: Swern oxidation;

DOI:10.1016/j.bmcl.2006.01.030

Reference yield:

(2S,4S)-4-((tert-butyldimethylsilyl)oxy)-2-phenylpyrrolidine → tert-butyl (2S)-4-oxo-2-phenylpyrrolidine-1-carboxylate (635724-46-8)

Guidance literature:

Multi-step reaction with 3 steps

1: HF*Et₃N

2: 85 percent / (COCl)2; DMSO / CH₂Cl₂ / -78 - 0 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine hydrofluoride; In dichloromethane; 3: Swern oxidation;

DOI:10.1016/j.bmcl.2006.01.030

upstream raw materials:

tert-butyl (2S,4S)-4-hydroxy-2-phenylpyrrolidine-1-carboxylate

tert-butyl (2S,4S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-phenylpyrrolidine-1-carboxylate

Downstream raw materials:

tert-butyl (2S)-2-phenyl-4-{[(trifluoromethyl)sulfonyl]oxy}-2,5-dihydro-1H-pyrrole-1-carboxylate

(1S)-1-cyclopropyl-2-[(2S)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydro-1H-pyrrol-1-yl]-2-oxoethanamine

tert-butyl (2S)-2-phenyl-4-(2,5-difluorophenyl)-2,5-dihydro-1H-pyrrole-1-carboxylate

4-(2,5-difluoro-phenyl)-2-phenyl-2,5-dihydro-1H-pyrrole