(4R)-3-{(2S)-2-phenyl-3-[N-benzyl-N-(13-(pyrinin-3-yl)tridecyl)amino]propanoyl}-4-isopropyl-5,5-dimethyloxazolidin-2-one

Base Information

• Chemical Name: (4R)-3-{(2S)-2-phenyl-3-[N-benzyl-N-(13-(pyrinin-3-yl)tridecyl)amino]propanoyl}-4-isopropyl-5,5-dimethyloxazolidin-2-one
• CAS No.: 1396008-64-2
• Molecular Formula: C₄₂H₅₉N₃O₃
• Molecular Weight: 653.949
• Mol file: 1396008-64-2.mol

Synonyms:(4R)-3-{(2S)-2-phenyl-3-[N-benzyl-N-(13-(pyrinin-3-yl)tridecyl)amino]propanoyl}-4-isopropyl-5,5-dimethyloxazolidin-2-one

Chemical Property of (4R)-3-{(2S)-2-phenyl-3-[N-benzyl-N-(13-(pyrinin-3-yl)tridecyl)amino]propanoyl}-4-isopropyl-5,5-dimethyloxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R)-3-{(2S)-2-phenyl-3-[N-benzyl-N-(13-(pyrinin-3-yl)tridecyl)amino]propanoyl}-4-isopropyl-5,5-dimethyloxazolidin-2-one

There total 6 articles about (4R)-3-{(2S)-2-phenyl-3-[N-benzyl-N-(13-(pyrinin-3-yl)tridecyl)amino]propanoyl}-4-isopropyl-5,5-dimethyloxazolidin-2-one 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%

(4R)-3-[(2S)-2-phenyl-3-(N-benzylamino)propanoyl]-4-isopropyl-5,5-dimethyloxazolidin-2-one (1396008-63-1) + 13-(pyridin-3′-yl)tridecanal (133835-24-2) → (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:

With sodium tris(acetoxy)borohydride; acetic acid; In 1,2-dichloro-ethane; at 20 ℃;

DOI:10.1039/c2cc34808j

Reference yield:

(R)-3-(2-phenylacryloyl)-4-isopropyl-5,5-dimethyloxazolidin-2-one (1396008-61-9) → (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 3 steps

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

1.2: 4 h / -78 °C

1.3: 16 h / -78 - 20 °C

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

3.1: 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

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:

(R)-3-(2-phenylacryloyl)-4-isopropyl-5,5-dimethyloxazolidin-2-one

(4R)-3-[(2S)-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

13-(pyridin-3′-yl)tridecanal

Downstream raw materials:

(-)-(S)-nakinadine B

(4R)-3-{(2S)-2-phenyl-3-[N-(13-(pyrinin-3-yl)tridecyl)amino]propanoyl}-4-isopropyl-5,5-dimethyloxazolidin-2-one

C₄₀H₆₁N₃O₅