L-phenylalanyl-L-phenylalanine N^1.2,N^1.2-(tetramethylene)amide

Base Information

• Chemical Name: L-phenylalanyl-L-phenylalanine N^1.2,N^1.2-(tetramethylene)amide
• CAS No.: 144646-35-5
• Molecular Formula: C₂₂H₂₇N₃O₂
• Molecular Weight: 365.475
• Mol file: 144646-35-5.mol

Synonyms:L-phenylalanyl-L-phenylalanine N^1.2,N^1.2-(tetramethylene)amide

Chemical Property of L-phenylalanyl-L-phenylalanine N^1.2,N^1.2-(tetramethylene)amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-phenylalanyl-L-phenylalanine N^1.2,N^1.2-(tetramethylene)amide

There total 2 articles about L-phenylalanyl-L-phenylalanine N^1.2,N^1.2-(tetramethylene)amide 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: 82.0%

[(S)-1-((S)-1-Benzyl-2-oxo-2-pyrrolidin-1-yl-ethylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester → L-phenylalanyl-L-phenylalanine N1.2,N1.2-(tetramethylene)amide (144646-35-5)

Guidance literature:

With trifluoroacetic acid; at 0 ℃; for 4h;

DOI:10.1002/hlca.19920750522

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → L-phenylalanyl-L-phenylalanine N1.2,N1.2-(tetramethylene)amide (144646-35-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) N-methylmorpholine / 1.) CH₂Cl₂, 0 deg C, 30 min., 2.) CH₂Cl₂, 0 deg C, 30 min., r.t., 2 h

2: 82 percent / CF₃COOH / 4 h / 0 °C

With 4-methyl-morpholine; trifluoroacetic acid; isobutyl chloroformate;

DOI:10.1002/hlca.19920750522

Reference yield: 42.0%

C19H17NO3 (172168-06-8) + L-phenylalanyl-L-phenylalanine N1.2,N1.2-(tetramethylene)amide (144646-35-5) → N2.2-<(R)-2-benzamido-1,2,3,4-tetrahydro-6-methoxynaphthalene-2-carbonyl>-(S)-phenylalanyl-(S)-phenylalanine N1.3,N1.3-(tetramethylene)amide (144646-44-6) + N2.2-<(S)-2-benzamido-1,2,3,4-tetrahydro-6-methoxynaphthalene-2-carbonyl>-(S)-phenylalanyl-(S)-phenylalanine N1.3,N1.3-(tetramethylene)amide (144731-98-6)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; at 90 ℃; for 36h;

DOI:10.1002/hlca.19950780613

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

N^2.2-<(R)-2-benzamido-1,2,3,4-tetrahydronaphthalene-2-carbonyl>-L-phenylalanyl-L-phenylalanine N^1.3,N^1.3-(tetramethylene)amide

N^2.2-<(S)-2-benzamido-1,2,3,4-tetrahydronaphthalene-2-carbonyl>-L-phenylalanyl-L-phenylalanine N^1.3,N^1.3-(tetramethylene)amide

N^2.2-<(S)-1-benzamido-1,2,3,4-tetrahydronaphthalene-1-carbonyl>-L-phenylalanyl-L-phenylalanine N^1.3,N^1.3-(tetramethylene)amide

N^2.2-<(R)-1-benzamido-1,2,3,4-tetrahydronaphthalene-1-carbonyl>-L-phenylalanyl-L-phenylalanine N^1.3,N^1.3-(tetramethylene)amide