(S)-4-benzyl-2-[3-(4-hydroxyphenyl)propyl]-2-oxazoline

Base Information

• Chemical Name: (S)-4-benzyl-2-[3-(4-hydroxyphenyl)propyl]-2-oxazoline
• CAS No.: 210707-20-3
• Molecular Formula: C₁₉H₂₁NO₂
• Molecular Weight: 295.381
• Mol file: 210707-20-3.mol

Synonyms:(S)-4-benzyl-2-[3-(4-hydroxyphenyl)propyl]-2-oxazoline

Chemical Property of (S)-4-benzyl-2-[3-(4-hydroxyphenyl)propyl]-2-oxazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-benzyl-2-[3-(4-hydroxyphenyl)propyl]-2-oxazoline

There total 4 articles about (S)-4-benzyl-2-[3-(4-hydroxyphenyl)propyl]-2-oxazoline 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: 81.0%

(S)-2-[3-(4-acetoxyphenyl)propyl]-4-benzyl-2-oxazoline (291313-56-9) → (S)-4-benzyl-2-[3-(4-hydroxyphenyl)propyl]-2-oxazoline (210707-20-3)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h;

DOI:10.1021/jo000341v

Reference yield:

4-(4-hydroxyphenyl)butanoic acid (7021-11-6) → (S)-4-benzyl-2-[3-(4-hydroxyphenyl)propyl]-2-oxazoline (210707-20-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydroxide / H₂O / 0.33 h

2.1: P,P-bis(2-oxo-3-oxazolidinyl)phosphinic chloride; triethylamine / CH₂Cl₂ / 0.5 h

2.2: 82 percent / Et₃N / CH₂Cl₂ / 10 h / 0 - 20 °C

3.1: 68 percent / Burgess reagent / tetrahydrofuran / 2 h / Heating

4.1: 81 percent / potassium carbonate / methanol / 1 h / 20 °C

With sodium hydroxide; Burgess Reagent; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; 1.1: Acetylation / 2.1: coupling / 2.2: coupling / 3.1: Cyclization / 4.1: Deacetylation;

DOI:10.1021/jo000341v

Reference yield:

4-(4-acetoxyphenyl)butyric acid (18093-74-8) → (S)-4-benzyl-2-[3-(4-hydroxyphenyl)propyl]-2-oxazoline (210707-20-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: P,P-bis(2-oxo-3-oxazolidinyl)phosphinic chloride; triethylamine / CH₂Cl₂ / 0.5 h

1.2: 82 percent / Et₃N / CH₂Cl₂ / 10 h / 0 - 20 °C

2.1: 68 percent / Burgess reagent / tetrahydrofuran / 2 h / Heating

3.1: 81 percent / potassium carbonate / methanol / 1 h / 20 °C

With Burgess Reagent; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 1.1: coupling / 1.2: coupling / 2.1: Cyclization / 3.1: Deacetylation;

DOI:10.1021/jo000341v

upstream raw materials:

(S)-2-[3-(4-acetoxyphenyl)propyl]-4-benzyl-2-oxazoline

4-(4-hydroxyphenyl)butanoic acid

4-(4-acetoxyphenyl)butyric acid

N-[(S)-1-benzyl-2-hydroxyethyl]-4-(4-acetoxyphenyl)butyramide