1-IMidazolidinecarboxylic acid, 5-[[3-broMo-5-[(diethoxyphosphinyl)Methyl]phenyl]Methyl]-2-(1,1-diMethylethyl)-3-Methyl-4-oxo-, 1,1-diMethylethyl ester, (2S-trans)- (9CI)

Base Information

• Chemical Name: 1-IMidazolidinecarboxylic acid, 5-[[3-broMo-5-[(diethoxyphosphinyl)Methyl]phenyl]Methyl]-2-(1,1-diMethylethyl)-3-Methyl-4-oxo-, 1,1-diMethylethyl ester, (2S-trans)- (9CI)
• CAS No.: 174575-06-5
• Molecular Formula: C25H40BrN2O6P
• Molecular Weight: 575.472661
• Mol file: 174575-06-5.mol

Synonyms:1-IMidazolidinecarboxylic acid, 5-[[3-broMo-5-[(diethoxyphosphinyl)Methyl]phenyl]Methyl]-2-(1,1-diMethylethyl)-3-Methyl-4-oxo-, 1,1-diMethylethyl ester, (2S-trans)- (9CI)

Chemical Property of 1-IMidazolidinecarboxylic acid, 5-[[3-broMo-5-[(diethoxyphosphinyl)Methyl]phenyl]Methyl]-2-(1,1-diMethylethyl)-3-Methyl-4-oxo-, 1,1-diMethylethyl ester, (2S-trans)- (9CI)

Chemical Property:

• Boiling Point: 638.3±55.0 °C(Predicted)
• PKA: -0.83±0.60(Predicted)
• PSA: 95.19000
• Density: 1.266±0.06 g/cm3(Predicted)
• LogP: 6.08340

Purity/Quality:

≥95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-IMidazolidinecarboxylic acid, 5-[[3-broMo-5-[(diethoxyphosphinyl)Methyl]phenyl]Methyl]-2-(1,1-diMethylethyl)-3-Methyl-4-oxo-, 1,1-diMethylethyl ester, (2S-trans)- (9CI)

There total 3 articles about 1-IMidazolidinecarboxylic acid, 5-[[3-broMo-5-[(diethoxyphosphinyl)Methyl]phenyl]Methyl]-2-(1,1-diMethylethyl)-3-Methyl-4-oxo-, 1,1-diMethylethyl ester, (2S-trans)- (9CI) 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: 69.0%

(2S)-1-(tert-butyloxycarbonyl)-2-tert-butyl-3-methylimidazolidin-4-one (119838-38-9) + diethyl <<3-bromo-5-(bromomethyl)phenyl>methyl>phosphonate (174575-03-2) → 1,1-dimethylethyl (2S,5S)-5-<<3-bromo-5-<(diethoxyphosphoryl)methyl>phenyl>methyl>-2-(1,1-dimethylethyl)-3-methyl-4-oxoimidazolidine-1-carboxylate (174575-06-5)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -70 ℃; for 1.66667h;

DOI:10.1002/hlca.19950780810

Reference yield:

5-bromo-1,3-dihydroxymethylbenzene (51760-22-6) → 1,1-dimethylethyl (2S,5S)-5-<<3-bromo-5-<(diethoxyphosphoryl)methyl>phenyl>methyl>-2-(1,1-dimethylethyl)-3-methyl-4-oxoimidazolidine-1-carboxylate (174575-06-5)

Guidance literature:

Multi-step reaction with 3 steps

1: PPh₃ / toluene / 2 h / 80 °C

2: 47 percent / xylene / 2 h / Heating

3: 69 percent / (i-Pr)2NH, 1.6M BuLi / tetrahydrofuran; hexane / 1.67 h / -70 °C

With n-butyllithium; diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; toluene; xylene;

DOI:10.1002/hlca.19950780810

Reference yield:

1-bromo-3,5-bis(bromomethyl)benzene (51760-23-7) → 1,1-dimethylethyl (2S,5S)-5-<<3-bromo-5-<(diethoxyphosphoryl)methyl>phenyl>methyl>-2-(1,1-dimethylethyl)-3-methyl-4-oxoimidazolidine-1-carboxylate (174575-06-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / xylene / 2 h / Heating

2: 69 percent / (i-Pr)2NH, 1.6M BuLi / tetrahydrofuran; hexane / 1.67 h / -70 °C

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; xylene;

DOI:10.1002/hlca.19950780810

upstream raw materials:

(2S)-1-(tert-butyloxycarbonyl)-2-tert-butyl-3-methylimidazolidin-4-one

diethyl <<3-bromo-5-(bromomethyl)phenyl>methyl>phosphonate

1-bromo-3,5-bis(bromomethyl)benzene

5-bromo-1,3-dihydroxymethylbenzene

Downstream raw materials:

(2S,5S)-2-tert-Butyl-5-[2',4'-dichloro-5-(diethoxy-phosphorylmethyl)-biphenyl-3-ylmethyl]-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester

(2S,5S)-5-[4'-Benzyloxy-5-(diethoxy-phosphorylmethyl)-biphenyl-3-ylmethyl]-2-tert-butyl-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester

(S)-α-amino-5-(phosphonomethyl)<1,1'-biphenyl>-3-propanoic acid

SDZ 220-581

Refernces