(2R,4S)-3-benzoyl-2-(1,1-dimethylethyl)-4-(fluoromethyl)-4-<(N_im-tritylimidazol-4'-yl)methyl>-1-methyl-1,3-imidazolidin-5-one

Base Information

• Chemical Name: (2R,4S)-3-benzoyl-2-(1,1-dimethylethyl)-4-(fluoromethyl)-4-<(N_im-tritylimidazol-4'-yl)methyl>-1-methyl-1,3-imidazolidin-5-one
• CAS No.: 145695-73-4
• Molecular Formula: C₃₉H₃₉FN₄O₂
• Molecular Weight: 614.763

Synonyms:(2R,4S)-3-benzoyl-2-(1,1-dimethylethyl)-4-(fluoromethyl)-4-<(N_im-tritylimidazol-4'-yl)methyl>-1-methyl-1,3-imidazolidin-5-one

Chemical Property of (2R,4S)-3-benzoyl-2-(1,1-dimethylethyl)-4-(fluoromethyl)-4-<(N_im-tritylimidazol-4'-yl)methyl>-1-methyl-1,3-imidazolidin-5-one

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Technology Process of (2R,4S)-3-benzoyl-2-(1,1-dimethylethyl)-4-(fluoromethyl)-4-<(N_im-tritylimidazol-4'-yl)methyl>-1-methyl-1,3-imidazolidin-5-one

There total 5 articles about (2R,4S)-3-benzoyl-2-(1,1-dimethylethyl)-4-(fluoromethyl)-4-<(N_im-tritylimidazol-4'-yl)methyl>-1-methyl-1,3-imidazolidin-5-one 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:

pivalaldehyde (630-19-3) → (2R,4S)-3-benzoyl-2-(1,1-dimethylethyl)-4-(fluoromethyl)-4-<(Nim-tritylimidazol-4'-yl)methyl>-1-methyl-1,3-imidazolidin-5-one (145695-73-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / K₂CO₃, NaHCO₃, molecular sieves 4 Angstroem / CH₂Cl₂ / 96 h

2: 2) Na₂CO₃ / 1) 150 deg C, 1 h, 2) CH₂Cl₂, 1 h

3: 1) LDA, HMPA, molecular sieves 4 Angstroem, 2) TMEDA / 1) THF, -70 to -10 deg C, 2) RT, 90 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; N,N,N,N,-tetramethylethylenediamine; 4 A molecular sieve; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; lithium diisopropyl amide; In dichloromethane;

DOI:10.1021/jo00055a027

Reference yield:

Nim-trityl-L-histidine N'-methylamide (145695-69-8) → (2R,4S)-3-benzoyl-2-(1,1-dimethylethyl)-4-(fluoromethyl)-4-<(Nim-tritylimidazol-4'-yl)methyl>-1-methyl-1,3-imidazolidin-5-one (145695-73-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / K₂CO₃, NaHCO₃, molecular sieves 4 Angstroem / CH₂Cl₂ / 96 h

2: 2) Na₂CO₃ / 1) 150 deg C, 1 h, 2) CH₂Cl₂, 1 h

3: 1) LDA, HMPA, molecular sieves 4 Angstroem, 2) TMEDA / 1) THF, -70 to -10 deg C, 2) RT, 90 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; N,N,N,N,-tetramethylethylenediamine; 4 A molecular sieve; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; lithium diisopropyl amide; In dichloromethane;

DOI:10.1021/jo00055a027

Reference yield:

Nim-trityl-L-histidine methyl ester dihydrochloride (32946-56-8) → (2R,4S)-3-benzoyl-2-(1,1-dimethylethyl)-4-(fluoromethyl)-4-<(Nim-tritylimidazol-4'-yl)methyl>-1-methyl-1,3-imidazolidin-5-one (145695-73-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / ethanol / 72 h / Ambient temperature

2: 94 percent / K₂CO₃, NaHCO₃, molecular sieves 4 Angstroem / CH₂Cl₂ / 96 h

3: 2) Na₂CO₃ / 1) 150 deg C, 1 h, 2) CH₂Cl₂, 1 h

4: 1) LDA, HMPA, molecular sieves 4 Angstroem, 2) TMEDA / 1) THF, -70 to -10 deg C, 2) RT, 90 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; N,N,N,N,-tetramethylethylenediamine; 4 A molecular sieve; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; lithium diisopropyl amide; In ethanol; dichloromethane;

DOI:10.1021/jo00055a027

upstream raw materials:

R₃₂

(2R,4S)-3-benzoyl-2-(1,1-dimethylethyl)-1-methyl-4-<(N_im-tritylimidazol-4'-yl)methyl>-1,3-imidazolidin-5-one

pivalaldehyde

N_im-trityl-L-histidine N'-methylamide

Downstream raw materials:

(2R,4S)-3-benzoyl-2-(1,1-dimethylethyl)-4-(fluoromethyl)-4-(4'-imidazolylmethyl)-1-methyl-1,3-imidazolidin-5-one

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