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

Base Information

• Chemical Name: (2S,5S)-2-tert-Butyl-5-[5-(diethoxy-phosphorylmethyl)-4-hydroxy-biphenyl-3-ylmethyl]-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester
• CAS No.: 174575-43-0
• Molecular Formula: C₃₁H₄₅N₂O₇P
• Molecular Weight: 588.681

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

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

Chemical Property:

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

There total 6 articles about (2S,5S)-2-tert-Butyl-5-[5-(diethoxy-phosphorylmethyl)-4-hydroxy-biphenyl-3-ylmethyl]-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: 85.0%

1,1-dimethylethyl (2S,5S)-5-<<4-(acetyloxy)-5-<(diethoxyphopsphoryl)methyl>(1,1'-biphenyl)-3-yl>methyl>-2-(1,1-dimethylethyl)-3-methyl-4-oxoimidazolidine-1-carboxylate (174575-11-2) → (2S,5S)-2-tert-Butyl-5-[5-(diethoxy-phosphorylmethyl)-4-hydroxy-biphenyl-3-ylmethyl]-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester (174575-43-0)

Guidance literature:

With pyrrolidine; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1002/hlca.19950780810

Reference yield:

4-Phenylphenol (92-69-3) → (2S,5S)-2-tert-Butyl-5-[5-(diethoxy-phosphorylmethyl)-4-hydroxy-biphenyl-3-ylmethyl]-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester (174575-43-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 82 percent / KOH / H₂O / 50 °C

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

3: conc. H₂SO₄ / acetic acid / 60 °C

4: 49 percent / xylene / Heating

5: 76 percent / (i-Pr)2NH, 1.6M BuLi / tetrahydrofuran; hexane / -70 °C

6: 85 percent / pyrrolidine / tetrahydrofuran / 2 h / Ambient temperature

With pyrrolidine; potassium hydroxide; n-butyllithium; sulfuric acid; hydrogen bromide; diisopropylamine; In tetrahydrofuran; hexane; water; acetic acid; xylene;

DOI:10.1002/hlca.19950780810

Reference yield:

(4-hydroxy-[1,1′-biphenyl]-3,5-diyl)dimethanol (3173-26-0) → (2S,5S)-2-tert-Butyl-5-[5-(diethoxy-phosphorylmethyl)-4-hydroxy-biphenyl-3-ylmethyl]-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester (174575-43-0)

Guidance literature:

Multi-step reaction with 5 steps

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

2: conc. H₂SO₄ / acetic acid / 60 °C

3: 49 percent / xylene / Heating

4: 76 percent / (i-Pr)2NH, 1.6M BuLi / tetrahydrofuran; hexane / -70 °C

5: 85 percent / pyrrolidine / tetrahydrofuran / 2 h / Ambient temperature

With pyrrolidine; n-butyllithium; sulfuric acid; hydrogen bromide; diisopropylamine; In tetrahydrofuran; hexane; acetic acid; xylene;

DOI:10.1002/hlca.19950780810

upstream raw materials:

1,1-dimethylethyl (2S,5S)-5-<<4-(acetyloxy)-5-<(diethoxyphopsphoryl)methyl>(1,1'-biphenyl)-3-yl>methyl>-2-(1,1-dimethylethyl)-3-methyl-4-oxoimidazolidine-1-carboxylate

4-Phenylphenol

(4-hydroxy-[1,1′-biphenyl]-3,5-diyl)dimethanol

3,5-Bis-bromomethyl-biphenyl-4-ol

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