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

Base Information

• Chemical Name: (2S,5S)-5-[4-Acetoxy-5-(diethoxy-phosphorylmethyl)-[1,1';4',1'']terphenyl-3-ylmethyl]-2-tert-butyl-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester
• CAS No.: 174575-41-8
• Molecular Formula: C₃₉H₅₁N₂O₈P
• Molecular Weight: 706.816
• Mol file: 174575-41-8.mol

Synonyms:(2S,5S)-5-[4-Acetoxy-5-(diethoxy-phosphorylmethyl)-[1,1';4',1'']terphenyl-3-ylmethyl]-2-tert-butyl-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester

Chemical Property of (2S,5S)-5-[4-Acetoxy-5-(diethoxy-phosphorylmethyl)-[1,1';4',1'']terphenyl-3-ylmethyl]-2-tert-butyl-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,5S)-5-[4-Acetoxy-5-(diethoxy-phosphorylmethyl)-[1,1';4',1'']terphenyl-3-ylmethyl]-2-tert-butyl-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester

There total 6 articles about (2S,5S)-5-[4-Acetoxy-5-(diethoxy-phosphorylmethyl)-[1,1';4',1'']terphenyl-3-ylmethyl]-2-tert-butyl-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl 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: 70.0%

4-biphenylboronic acid (5122-94-1) + 1,1-dimethylethyl (2S,5S)-5-<<2-(acetyloxy)-5-bromo-3-<(diethoxyphosphoryl)methyl>phenyl>methyl>-2-(1,1-dimethylethyl)-3-methyl-4-oxoimidazolidine-1-carboxylate (174575-07-6) → (2S,5S)-5-[4-Acetoxy-5-(diethoxy-phosphorylmethyl)-[1,1';4',1'']terphenyl-3-ylmethyl]-2-tert-butyl-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester (174575-41-8)

Guidance literature:

With palladium diacetate; sodium carbonate; triphenylphosphine; In ethanol; toluene; at 100 ℃; ultrasonic bath;

DOI:10.1002/hlca.19950780810

Reference yield:

4-bromo-phenol (106-41-2) → (2S,5S)-5-[4-Acetoxy-5-(diethoxy-phosphorylmethyl)-[1,1';4',1'']terphenyl-3-ylmethyl]-2-tert-butyl-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester (174575-41-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 48 percent / 1.) KOH / H₂O / 1.) 50 deg C, 40 min; 2.) 50 deg C, 36 h

2: 48percent aq. HBr / acetic acid / 1 h / 80 °C

3: 85 percent / conc. H₂SO₄ / acetic acid / 3 h / 60 °C

4: 42 percent / xylene / 2 h / Heating

5: 75 percent / (i-Pr)2NH, 1.6M BuLi / tetrahydrofuran; hexane / -70 °C

6: 70 percent / 2M aq. Na₂CO₃, PPh₃, Pd(OAc)2 / ethanol; toluene / 100 °C / ultrasonic bath

With palladium diacetate; potassium hydroxide; n-butyllithium; sulfuric acid; hydrogen bromide; sodium carbonate; diisopropylamine; triphenylphosphine; In tetrahydrofuran; ethanol; hexane; water; acetic acid; toluene; xylene;

DOI:10.1002/hlca.19950780810

Reference yield:

4-bromo-2,6-bis(bromomethyl)phenyl acetate (60041-70-5) → (2S,5S)-5-[4-Acetoxy-5-(diethoxy-phosphorylmethyl)-[1,1';4',1'']terphenyl-3-ylmethyl]-2-tert-butyl-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester (174575-41-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 42 percent / xylene / 2 h / Heating

2: 75 percent / (i-Pr)2NH, 1.6M BuLi / tetrahydrofuran; hexane / -70 °C

3: 70 percent / 2M aq. Na₂CO₃, PPh₃, Pd(OAc)2 / ethanol; toluene / 100 °C / ultrasonic bath

With palladium diacetate; n-butyllithium; sodium carbonate; diisopropylamine; triphenylphosphine; In tetrahydrofuran; ethanol; hexane; toluene; xylene;

DOI:10.1002/hlca.19950780810

upstream raw materials:

4-biphenylboronic acid

1,1-dimethylethyl (2S,5S)-5-<<2-(acetyloxy)-5-bromo-3-<(diethoxyphosphoryl)methyl>phenyl>methyl>-2-(1,1-dimethylethyl)-3-methyl-4-oxoimidazolidine-1-carboxylate

4-bromo-phenol

4-bromo-2,6-bis(bromomethyl)phenyl acetate