2-phenylacrylic pivalic anhydride

Base Information

• Chemical Name: 2-phenylacrylic pivalic anhydride
• CAS No.: 1396008-60-8
• Molecular Formula: C₁₄H₁₆O₃
• Molecular Weight: 232.279
• Mol file: 1396008-60-8.mol

Synonyms:2-phenylacrylic pivalic anhydride

Chemical Property of 2-phenylacrylic pivalic anhydride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-phenylacrylic pivalic anhydride

There total 1 articles about 2-phenylacrylic pivalic anhydride 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: 89.0%

2-phenylacrylic acid (492-38-6) + pivaloyl chloride (3282-30-2) → 2-phenylacrylic pivalic anhydride (1396008-60-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1039/c2cc34808j

Reference yield: 81.0%

2-phenylacrylic pivalic anhydride (1396008-60-8) + (4R)-5,5-dimethyl-4-(propan-2-yl)-1,3-oxazolidin-2-one (223906-38-5) → (R)-3-(2-phenylacryloyl)-4-isopropyl-5,5-dimethyloxazolidin-2-one (1396008-61-9)

Guidance literature:

(4R)-5,5-dimethyl-4-(propan-2-yl)-1,3-oxazolidin-2-one; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;

2-phenylacrylic pivalic anhydride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2.5h;

DOI:10.1039/c2cc34808j

Reference yield:

2-phenylacrylic pivalic anhydride (1396008-60-8) → (4R)-3-{(2S)-2-phenyl-3-[N-benzyl-N-(13-(pyrinin-3-yl)tridecyl)amino]propanoyl}-4-isopropyl-5,5-dimethyloxazolidin-2-one (1396008-64-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C

1.2: 2.5 h / -78 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 4 h / -78 °C

2.3: 16 h / -78 - 20 °C

3.1: ammonium cerium (IV) nitrate / water; acetonitrile / 16 h / 20 °C

4.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 20 °C

With n-butyllithium; ammonium cerium (IV) nitrate; sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; hexane; water; 1,2-dichloro-ethane; acetonitrile;

DOI:10.1039/c2cc34808j

upstream raw materials:

2-phenylacrylic acid

pivaloyl chloride

Downstream raw materials:

(-)-(S)-nakinadine B

(4R)-3-[(2S)-2-phenyl-3-(N,N-dibenzylamino)propanoyl]-4-isopropyl-5,5-dimethyloxazolidin-2-one

(4R)-3-[(2R)-2-phenyl-3-(N,N-dibenzylamino)propanoyl]-4-isopropyl-5,5-dimethyloxazolidin-2-one

(4R)-3-[(2S)-2-phenyl-3-(N-benzylamino)propanoyl]-4-isopropyl-5,5-dimethyloxazolidin-2-one