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

Base Information

• Chemical Name: (4S,5S)-1-benzyl-5-(2^IV-chloroacetyl)-2-oxo-3-(9''-phenylfluoren-9''-yl)imidazolidine-4-carboxylic acid methyl ester
• CAS No.: 187157-74-0
• Molecular Formula: C₃₃H₂₇ClN₂O₄
• Molecular Weight: 551.041
• Mol file: 187157-74-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about (4S,5S)-1-benzyl-5-(2^IV-chloroacetyl)-2-oxo-3-(9''-phenylfluoren-9''-yl)imidazolidine-4-carboxylic acid methyl 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: 100.0%

Chloroiodomethane (593-71-5) + (4S,5S)-1-benzyl-2-oxo-3-(9'-phenylfluoren-9'-yl)imidazolidine-4,5-dicarboxylic acid dimethyl ester (187157-73-9) → (4S,5S)-1-benzyl-5-(2IV-chloroacetyl)-2-oxo-3-(9''-phenylfluoren-9''-yl)imidazolidine-4-carboxylic acid methyl ester (187157-74-0)

Guidance literature:

With methyllithium; lithium bromide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1.25h;

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-5-(2IV-chloroacetyl)-2-oxo-3-(9''-phenylfluoren-9''-yl)imidazolidine-4-carboxylic acid methyl ester (187157-74-0)

Guidance literature:

Multi-step reaction with 3 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

3: 100 percent / MeLi, LiBr / tetrahydrofuran; diethyl ether / 1.25 h / -78 °C

With dmap; methyllithium; hydrogen; sodium carbonate; lithium bromide; palladium-barium carbonate; In tetrahydrofuran; pyridine; diethyl ether;

DOI:10.1021/jo970277q

Reference yield:

benzyl bromide (100-39-0) → (4S,5S)-1-benzyl-5-(2IV-chloroacetyl)-2-oxo-3-(9''-phenylfluoren-9''-yl)imidazolidine-4-carboxylic acid methyl ester (187157-74-0)

Guidance literature:

Multi-step reaction with 3 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

3: 100 percent / MeLi, LiBr / tetrahydrofuran; diethyl ether / 1.25 h / -78 °C

With dmap; methyllithium; hydrogen; sodium carbonate; lithium bromide; palladium-barium carbonate; In tetrahydrofuran; pyridine; diethyl ether;

DOI:10.1021/jo970277q

upstream raw materials:

Chloroiodomethane

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

benzyl bromide

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

Downstream raw materials:

(3aS,7R,7aS)-1-Benzyl-7-hydroxy-3-(9-phenyl-9H-fluoren-9-yl)-hexahydro-imidazo[4,5-c]pyridine-2,4-dione

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

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