(R,S)-4-hydroxy-4-(4,5-dihydro-2-phenyl-4-oxazolyl)-1-butene acetate

Base Information

• Chemical Name: (R,S)-4-hydroxy-4-(4,5-dihydro-2-phenyl-4-oxazolyl)-1-butene acetate
• CAS No.: 350592-89-1
• Molecular Formula: C₁₅H₁₇NO₃
• Molecular Weight: 259.305
• Mol file: 350592-89-1.mol

Synonyms:(R,S)-4-hydroxy-4-(4,5-dihydro-2-phenyl-4-oxazolyl)-1-butene acetate

Chemical Property of (R,S)-4-hydroxy-4-(4,5-dihydro-2-phenyl-4-oxazolyl)-1-butene acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R,S)-4-hydroxy-4-(4,5-dihydro-2-phenyl-4-oxazolyl)-1-butene acetate

There total 3 articles about (R,S)-4-hydroxy-4-(4,5-dihydro-2-phenyl-4-oxazolyl)-1-butene acetate 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:

acetic anhydride (108-24-7) + (R,S)-4-hydroxy-4-(4,5-dihydro-2-phenyl-4-oxazolyl)-1-butene (350592-78-8) → (R,S)-4-hydroxy-4-(4,5-dihydro-2-phenyl-4-oxazolyl)-1-butene acetate (350592-89-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/jo001736h

Reference yield:

(R)-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester (105308-52-9) → (R,S)-4-hydroxy-4-(4,5-dihydro-2-phenyl-4-oxazolyl)-1-butene acetate (350592-89-1)

Guidance literature:

Multi-step reaction with 3 steps

1: DIBAL-H / toluene / 3 h / -78 °C

2: toluene; diethyl ether; methanol / 2 h / -78 - 20 °C

3: Et₃₂N / CH₂Cl₂ / 20 °C

With diisobutylaluminium hydride; triethylamine; In methanol; diethyl ether; dichloromethane; toluene;

DOI:10.1021/jo001736h

Reference yield:

(R)-4-formyl-2-phenyl-1,3-oxazolin-2-ene (105243-21-8) → (R,S)-4-hydroxy-4-(4,5-dihydro-2-phenyl-4-oxazolyl)-1-butene acetate (350592-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene; diethyl ether; methanol / 2 h / -78 - 20 °C

2: Et₃₂N / CH₂Cl₂ / 20 °C

With triethylamine; In methanol; diethyl ether; dichloromethane; toluene;

DOI:10.1021/jo001736h

upstream raw materials:

acetic anhydride

(R,S)-4-hydroxy-4-(4,5-dihydro-2-phenyl-4-oxazolyl)-1-butene

(R)-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester

(R)-4-formyl-2-phenyl-1,3-oxazolin-2-ene

Downstream raw materials:

(R,S)-3-acetoxy-2-hydroxymethylpyrrolidine benzoate

(R,S)-3-(4,5-dihydro-2-phenyl-4-oxazolyl)-3-acetoxy-1-propanol

(2R,3S)-2-(hydroxymethyl)-3-hydroxypyrrolidine