(4S,5S)-1-benzyl-2-oxo-3-(9'-phenylfluoren-9'-yl)imidazolidine-4,5-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: (4S,5S)-1-benzyl-2-oxo-3-(9'-phenylfluoren-9'-yl)imidazolidine-4,5-dicarboxylic acid dimethyl ester
• CAS No.: 187157-73-9
• Molecular Formula: C₃₃H₂₈N₂O₅
• Molecular Weight: 532.596
• Mol file: 187157-73-9.mol

Synonyms:(4S,5S)-1-benzyl-2-oxo-3-(9'-phenylfluoren-9'-yl)imidazolidine-4,5-dicarboxylic acid dimethyl ester

Chemical Property of (4S,5S)-1-benzyl-2-oxo-3-(9'-phenylfluoren-9'-yl)imidazolidine-4,5-dicarboxylic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5S)-1-benzyl-2-oxo-3-(9'-phenylfluoren-9'-yl)imidazolidine-4,5-dicarboxylic acid dimethyl ester

There total 4 articles about (4S,5S)-1-benzyl-2-oxo-3-(9'-phenylfluoren-9'-yl)imidazolidine-4,5-dicarboxylic acid dimethyl ester 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: 83.0%

phosgene (75-44-5) + (2S,3S)-2-Benzylamino-3-(9-phenyl-9H-fluoren-9-ylamino)-succinic acid dimethyl ester (191406-43-6) → (4S,5S)-1-benzyl-2-oxo-3-(9'-phenylfluoren-9'-yl)imidazolidine-4,5-dicarboxylic acid dimethyl ester (187157-73-9)

Guidance literature:

With dmap; In pyridine; at 70 ℃; for 0.333333h;

DOI:10.1021/jo970277q

Reference yield:

dimethyl (2S,3S)-2-azido-3-(9-phenyl-9H-fluoren-9-ylamino)succinate (159434-59-0) → (4S,5S)-1-benzyl-2-oxo-3-(9'-phenylfluoren-9'-yl)imidazolidine-4,5-dicarboxylic acid dimethyl ester (187157-73-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) H₂, 2.) Na₂CO₃ / 1.) Pd/BaCO₃ / 1.) MeOH, 1 atm, 3 h, 2.) CH₂Cl₂, H₂O, reflux, 54 h

2: 83 percent / DMAP / pyridine / 0.33 h / 70 °C

With dmap; hydrogen; sodium carbonate; palladium-barium carbonate; In pyridine;

DOI:10.1021/jo970277q

Reference yield:

benzyl bromide (100-39-0) → (4S,5S)-1-benzyl-2-oxo-3-(9'-phenylfluoren-9'-yl)imidazolidine-4,5-dicarboxylic acid dimethyl ester (187157-73-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) H₂, 2.) Na₂CO₃ / 1.) Pd/BaCO₃ / 1.) MeOH, 1 atm, 3 h, 2.) CH₂Cl₂, H₂O, reflux, 54 h

2: 83 percent / DMAP / pyridine / 0.33 h / 70 °C

With dmap; hydrogen; sodium carbonate; palladium-barium carbonate; In pyridine;

DOI:10.1021/jo970277q

upstream raw materials:

phosgene

(2S,3S)-2-Benzylamino-3-(9-phenyl-9H-fluoren-9-ylamino)-succinic acid dimethyl ester

benzyl bromide

dimethyl (2S,3S)-2-azido-3-(9-phenyl-9H-fluoren-9-ylamino)succinate

Downstream raw materials:

(4S,5S)-1-benzyl-5-(2^IV-chloroacetyl)-2-oxo-3-(9''-phenylfluoren-9''-yl)imidazolidine-4-carboxylic acid methyl ester

(4S,5S)-1-Benzyl-5-((S)-2-chloro-1-hydroxy-ethyl)-2-oxo-3-(9-phenyl-9H-fluoren-9-yl)-imidazolidine-4-carboxylic acid methyl ester

(4S,5S,1^IVR)-1-benzyl-5-(1^IV-hydroxy-2^IV-azidoethyl)-2-oxo-3-(9''-phenylfluoren-9''-yl)imidazolidine-4-carboxylic acid methyl ester

(4S,5S)-5-((R)-2-Azido-1-hydroxy-ethyl)-1-benzyl-2-oxo-3-(9-phenyl-9H-fluoren-9-yl)-imidazolidine-4-carboxylic acid