N-trifluoroacetyl-(S)-phenylalanyl-glycyl-(S)-N-methyl-leucineanilide

Base Information

• Chemical Name: N-trifluoroacetyl-(S)-phenylalanyl-glycyl-(S)-N-methyl-leucineanilide
• CAS No.: 1412908-27-0
• Molecular Formula: C₂₆H₃₁F₃N₄O₄
• Molecular Weight: 520.552
• Mol file: 1412908-27-0.mol

Synonyms:N-trifluoroacetyl-(S)-phenylalanyl-glycyl-(S)-N-methyl-leucineanilide

Chemical Property of N-trifluoroacetyl-(S)-phenylalanyl-glycyl-(S)-N-methyl-leucineanilide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-trifluoroacetyl-(S)-phenylalanyl-glycyl-(S)-N-methyl-leucineanilide

There total 4 articles about N-trifluoroacetyl-(S)-phenylalanyl-glycyl-(S)-N-methyl-leucineanilide 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%

(S)-N-methylleucine anilide + N-trifluoroacetyl-L-phenylalanylglycine → N-trifluoroacetyl-(S)-phenylalanyl-glycyl-(S)-N-methyl-leucineanilide (1412908-27-0)

Guidance literature:

With 4-methyl-morpholine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In dichloromethane; ethyl acetate; at 20 ℃; for 16h;

DOI:10.1021/jo501731y

Reference yield:

(S)-N,N-(tert-butoxycarbonyl)methylleucine anilide → N-trifluoroacetyl-(S)-phenylalanyl-glycyl-(S)-N-methyl-leucineanilide (1412908-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 16 h / 0 - 20 °C

2: 4-methyl-morpholine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane; ethyl acetate / 16 h / 20 °C

With 4-methyl-morpholine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; trifluoroacetic acid; In dichloromethane; ethyl acetate;

DOI:10.1021/jo501731y

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → N-trifluoroacetyl-(S)-phenylalanyl-glycyl-(S)-N-methyl-leucineanilide (1412908-27-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran

2.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 0.25 h / -10 °C

2.2: 16 h / 20 °C

3.1: trifluoroacetic acid / dichloromethane / 16 h / 0 - 20 °C

4.1: 4-methyl-morpholine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane; ethyl acetate / 16 h / 20 °C

With 4-methyl-morpholine; sodium hydride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; trifluoroacetic acid; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1021/jo501731y

upstream raw materials:

N-t-butoxycarbonyl-N-methyl-L-leucine

N-tert-butoxycarbonyl-L-leucine

Downstream raw materials:

N-trifluoroacetyl-(S)-phenylalanyl-(R)-(2-(tert-butyldimethylsilyloxy)methylallyl)glycyl-(S)-N-methyl-leucineanilide