(2R,3R)-ethyl 4-phenyl-3-(N-((R)-1-phenylethyl)amino)-2-(phenylselanyl)butanoate

Base Information

• Chemical Name: (2R,3R)-ethyl 4-phenyl-3-(N-((R)-1-phenylethyl)amino)-2-(phenylselanyl)butanoate
• CAS No.: 884318-92-7
• Molecular Formula: C₂₆H₂₉NO₂Se
• Molecular Weight: 466.482
• Mol file: 884318-92-7.mol

Synonyms:(2R,3R)-ethyl 4-phenyl-3-(N-((R)-1-phenylethyl)amino)-2-(phenylselanyl)butanoate

Chemical Property of (2R,3R)-ethyl 4-phenyl-3-(N-((R)-1-phenylethyl)amino)-2-(phenylselanyl)butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-ethyl 4-phenyl-3-(N-((R)-1-phenylethyl)amino)-2-(phenylselanyl)butanoate

There total 4 articles about (2R,3R)-ethyl 4-phenyl-3-(N-((R)-1-phenylethyl)amino)-2-(phenylselanyl)butanoate 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:

(R)-ethyl 3-(N-((R)-1-phenylethyl)amino)-4-phenylpentanoate (884318-82-5) + Phenylselenyl bromide (34837-55-3) → (2S,3R)-ethyl 4-phenyl-3-(N-((R)-1-phenylethyl)amino)-2-(phenylselanyl)butanoate (884318-91-6) + (2R,3R)-ethyl 4-phenyl-3-(N-((R)-1-phenylethyl)amino)-2-(phenylselanyl)butanoate (884318-92-7)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

DOI:10.1016/j.tet.2005.12.030

Reference yield:

(R)-ethyl 3-(N-benzyl-N-((R)-1-phenylethyl)amino)-4-phenylbutanoate (884318-80-3) → (2R,3R)-ethyl 4-phenyl-3-(N-((R)-1-phenylethyl)amino)-2-(phenylselanyl)butanoate (884318-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / ceric ammonium nitrate; H₂O / acetonitrile / 1 h / 20 °C

2: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

With n-butyllithium; ammonium cerium(IV) nitrate; water; In tetrahydrofuran; hexane; acetonitrile;

DOI:10.1016/j.tet.2005.12.030

Reference yield:

ethyl 3-benzylacrylate (54966-42-6,1466-22-4) → (2R,3R)-ethyl 4-phenyl-3-(N-((R)-1-phenylethyl)amino)-2-(phenylselanyl)butanoate (884318-92-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / n-BuLi / tetrahydrofuran; hexane / 0.67 h / -78 °C

2: 62 percent / ceric ammonium nitrate; H₂O / acetonitrile / 1 h / 20 °C

3: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

With n-butyllithium; ammonium cerium(IV) nitrate; water; In tetrahydrofuran; hexane; acetonitrile;

DOI:10.1016/j.tet.2005.12.030

upstream raw materials:

(R)-ethyl 3-(N-((R)-1-phenylethyl)amino)-4-phenylpentanoate

Phenylselenyl bromide

(R)-ethyl 3-(N-benzyl-N-((R)-1-phenylethyl)amino)-4-phenylbutanoate

ethyl 3-benzylacrylate