4-tert-butyl 5-ethyl (4S,5S)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4,5-dicarboxylate

Base Information

• Chemical Name: 4-tert-butyl 5-ethyl (4S,5S)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4,5-dicarboxylate
• CAS No.: 736151-93-2
• Molecular Formula: C₁₈H₂₄N₂O₆
• Molecular Weight: 364.398
• Mol file: 736151-93-2.mol

Synonyms:4-tert-butyl 5-ethyl (4S,5S)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4,5-dicarboxylate

Chemical Property of 4-tert-butyl 5-ethyl (4S,5S)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4,5-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-tert-butyl 5-ethyl (4S,5S)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4,5-dicarboxylate

There total 1 articles about 4-tert-butyl 5-ethyl (4S,5S)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4,5-dicarboxylate 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:

bis(trichloromethyl) carbonate (32315-10-9) + N-(diphenylmethylene)glycine tert-butyl ester (81477-94-3) + ethyl (E)-2-(p-methoxyphenylimino)acetate (115276-75-0,124156-21-4,120419-96-7) → 4-tert-butyl 5-ethyl (4S,5S)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4,5-dicarboxylate (736151-93-2) + 4-tert-butyl 5-ethyl (4R,5S)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4,5-dicarboxylate + 4-tert-butyl 5-ethyl (4S,5R)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4,5-dicarboxylate

Guidance literature:

N-(diphenylmethylene)glycine tert-butyl ester; ethyl (E)-2-(p-methoxyphenylimino)acetate; With sodium hydroxide; (R,R)-3,4,5-F₃-C₆H₂-NAS-Br; In 1,3,5-trimethyl-benzene; at -20 ℃; for 6h;

bis(trichloromethyl) carbonate; With triethylamine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/ol049215u

Reference yield: 32.0%

trimethylsilyl cyanide (7677-24-9) + 4-tert-butyl 5-ethyl (4S,5S)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4,5-dicarboxylate (736151-93-2) → tert-butyl (4S,5S,1'S)-5-(1'-cyanohydroxymethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate (736151-95-4) + tert-butyl (4S,5S,1'R)-5-(1'-cyanohydroxymethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate (736152-12-8)

Guidance literature:

4-tert-butyl 5-ethyl (4S,5S)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4,5-dicarboxylate; With diisobutylaluminium hydride; In diethyl ether; dichloromethane; toluene; at -78 ℃; for 1h;

trimethylsilyl cyanide; In diethyl ether; dichloromethane; toluene; at -78 - 0 ℃; for 7h;

DOI:10.1021/ol049215u

Reference yield:

4-tert-butyl 5-ethyl (4S,5S)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4,5-dicarboxylate (736151-93-2) → (3aS,7R,7aS)-7-Hydroxy-5-(4-methoxy-benzyl)-1-(4-methoxy-phenyl)-hexahydro-imidazo[4,5-c]pyridine-2,4-dione (736151-90-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: DIBAL-H / CH₂Cl₂; diethyl ether; toluene / 1 h / -78 °C

1.2: 32 percent / CH₂Cl₂; diethyl ether; toluene / 7 h / -78 - 0 °C

2.1: AcOH; H₂ / PtO₂ / 2 h / 20 °C

3.1: Na₂SO₄ / CH₂Cl₂ / 8 h / 20 °C

3.2: 71 percent / NaBH₄ / ethanol / 1 h / 0 °C

4.1: formic acid / 8 h / 60 °C

4.2: 65 percent / DPPA; Et₃N / dimethylformamide / 20 h / 20 °C

With formic acid; hydrogen; diisobutylaluminium hydride; acetic acid; sodium sulfate; platinum(IV) oxide; In diethyl ether; dichloromethane; toluene;

DOI:10.1021/ol049215u

upstream raw materials:

bis(trichloromethyl) carbonate

N-(diphenylmethylene)glycine tert-butyl ester

ethyl (E)-2-(p-methoxyphenylimino)acetate

Downstream raw materials:

tert-butyl (4S,5S,1'S)-5-(1'-cyanohydroxymethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

tert-butyl (4S,5S,1'R)-5-(1'-cyanohydroxymethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

tert-butyl (4S,5S,1'R)-5-(2'-amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

tert-butyl (4S,5S,1'S)-5-(2'-amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate