(4S,5S)-1,3-dibenzyl-4,5-bis[(R)-1-p-nitrobenzoyloxyethyl]imidazolidin-2-one

Base Information

• Chemical Name: (4S,5S)-1,3-dibenzyl-4,5-bis[(R)-1-p-nitrobenzoyloxyethyl]imidazolidin-2-one
• CAS No.: 872175-14-9
• Molecular Formula: C₃₅H₃₂N₄O₉
• Molecular Weight: 652.66
• Mol file: 872175-14-9.mol

Synonyms:(4S,5S)-1,3-dibenzyl-4,5-bis[(R)-1-p-nitrobenzoyloxyethyl]imidazolidin-2-one

Chemical Property of (4S,5S)-1,3-dibenzyl-4,5-bis[(R)-1-p-nitrobenzoyloxyethyl]imidazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5S)-1,3-dibenzyl-4,5-bis[(R)-1-p-nitrobenzoyloxyethyl]imidazolidin-2-one

There total 7 articles about (4S,5S)-1,3-dibenzyl-4,5-bis[(R)-1-p-nitrobenzoyloxyethyl]imidazolidin-2-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: 40.0%

(4S,5S)-1,3-dibenzyl-4,5-bis(-1-hydroxyethyl)imidazolidin-2-one + 4-nitro-benzoyl chloride (122-04-3) → (4S,5S)-1,3-dibenzyl-4-[(R)-1-p-nitrobenzoyloxyethyl]-5-[(S)-1-p-nitrobenzoyloxyethyl]imidazolidin-2-one (872175-15-0) + (4S,5S)-1,3-dibenzyl-4,5-bis[(R)-1-p-nitrobenzoyloxyethyl]imidazolidin-2-one (872175-14-9)

Guidance literature:

With 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate; triethylamine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1002/adsc.200404286

Reference yield:

(4S,5S)-1,3-dibenzylimidazolidin-2-one-4,5-dicarboxylic acid dimethyl ester (872175-10-5) → (4S,5S)-1,3-dibenzyl-4,5-bis[(R)-1-p-nitrobenzoyloxyethyl]imidazolidin-2-one (872175-14-9)

Guidance literature:

Multi-step reaction with 4 steps

1: iPrMgBr / tetrahydrofuran / 0.33 h / -28 °C

2: 0.58 g / tetrahydrofuran / 12 h / 20 °C

3: Dibal-H / methanol / 3 h / -78 °C

4: 40 percent / Et₃N; DMPA / CH₂Cl₂ / 4 h / 20 °C

With 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate; isopropylmagnesium bromide; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1002/adsc.200404286

Reference yield:

(4S,5S)-4,5-diacetyl-1,3-dibenzylimidazolidin-2-one (872175-12-7) → (4S,5S)-1,3-dibenzyl-4,5-bis[(R)-1-p-nitrobenzoyloxyethyl]imidazolidin-2-one (872175-14-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Dibal-H / methanol / 3 h / -78 °C

2: 40 percent / Et₃N; DMPA / CH₂Cl₂ / 4 h / 20 °C

With 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate; diisobutylaluminium hydride; triethylamine; In methanol; dichloromethane;

DOI:10.1002/adsc.200404286

upstream raw materials:

4-nitro-benzoyl chloride

(4S,5S)-4,5-diacetyl-1,3-dibenzylimidazolidin-2-one

(4S,5S)-1,3-dibenzylimidazolidin-2-one-4,5-dicarboxylic acid dimethyl ester

(4S,5S)-1,3-dibenzylimidazolidin-2-one-4,5-dicarboxylic acid

Downstream raw materials:

(4S,5S)-1,3-dibenzyl-4,5-bis((R)-1-hydroxyethyl)imidazolidin-2-one

(4S,5S)-1,3-dibenzyl-4,5-bis((S)-1-hydroxyethyl)imidazolidin-2-one

(4S,5S)-1,3-dibenzyl-4,5-bis[(S)-1-methanesulfonyloxyethyl]imidazolidin-2-one

(4S,5S)-1,3-dibenzyl-4,5-bis[(R)-1-methanesulfonyloxyethyl]imidazolidin-2-one