N-[5-Amino-5-methyl-2(E)-hexenoyl]-N-methyl-3-(2-naphthyl)-D-alanyl-N-methyl-D-phenylalanine N-[2(S)-hydroxypropyl]amide

Base Information

• Chemical Name: N-[5-Amino-5-methyl-2(E)-hexenoyl]-N-methyl-3-(2-naphthyl)-D-alanyl-N-methyl-D-phenylalanine N-[2(S)-hydroxypropyl]amide
• CAS No.: 193079-05-9
• Molecular Formula: C₃₄H₄₄N₄O₄
• Molecular Weight: 572.748
• Mol file: 193079-05-9.mol

Synonyms:

Chemical Property of N-[5-Amino-5-methyl-2(E)-hexenoyl]-N-methyl-3-(2-naphthyl)-D-alanyl-N-methyl-D-phenylalanine N-[2(S)-hydroxypropyl]amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[5-Amino-5-methyl-2(E)-hexenoyl]-N-methyl-3-(2-naphthyl)-D-alanyl-N-methyl-D-phenylalanine N-[2(S)-hydroxypropyl]amide

There total 25 articles about N-[5-Amino-5-methyl-2(E)-hexenoyl]-N-methyl-3-(2-naphthyl)-D-alanyl-N-methyl-D-phenylalanine N-[2(S)-hydroxypropyl]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:

{(E)-4-[((R)-1-{[(R)-1-((S)-2-Hydroxy-propylcarbamoyl)-2-phenyl-ethyl]-methyl-carbamoyl}-2-naphthalen-2-yl-ethyl)-methyl-carbamoyl]-1,1-dimethyl-but-3-enyl}-carbamic acid tert-butyl ester (213335-84-3) → (E)-5-Amino-5-methyl-hex-2-enoic acid ((R)-1-{[(R)-1-((S)-2-hydroxy-propylcarbamoyl)-2-phenyl-ethyl]-methyl-carbamoyl}-2-naphthalen-2-yl-ethyl)-methyl-amide (193079-05-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 0.116667h;

DOI:10.1021/jm980197u

Reference yield:

{(E)-4-[((R)-1-{[(R)-1-((R)-2-Hydroxy-propylcarbamoyl)-2-phenyl-ethyl]-methyl-carbamoyl}-2-naphthalen-2-yl-ethyl)-methyl-carbamoyl]-1,1-dimethyl-but-3-enyl}-carbamic acid tert-butyl ester (213335-92-3) → (E)-5-Amino-5-methyl-hex-2-enoic acid ((R)-1-{[(R)-1-((R)-2-hydroxy-propylcarbamoyl)-2-phenyl-ethyl]-methyl-carbamoyl}-2-naphthalen-2-yl-ethyl)-methyl-amide (193079-05-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 0.116667h;

DOI:10.1021/jm980197u

Reference yield:

N-tert-butoxycarbonyl-N-methyl-D-phenylalanine (37553-65-4,64263-83-8,85466-66-6) → (E)-5-Amino-5-methyl-hex-2-enoic acid ((R)-1-{[(R)-1-((R)-2-hydroxy-propylcarbamoyl)-2-phenyl-ethyl]-methyl-carbamoyl}-2-naphthalen-2-yl-ethyl)-methyl-amide (193079-05-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) 1-hydroxybenzotriazole hydrate, 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride / 1.) CH₂Cl₂, 15 min, 2.) CH₂Cl₂, MeOH, overnight

2: TFA / CH₂Cl₂ / 1 h

3: 1.) 1-hydroxy-7-azabenzotriazole, 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride, 2.) diisopropylethylamine / 1.) CH₂Cl₂, DMF, 15 min, 2.) CH₂Cl₂, DMF, overnight

4: TFA / CH₂Cl₂ / 0.17 h

5: 1.) 1-hydroxy-7-azabenzotriazole, 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride, 2.) diisopropylethylamine / 1.) CH₂Cl₂, DMF, 15 min, 2.) CH₂Cl₂, DMF, overnight

6: TFA / CH₂Cl₂ / 0.12 h

With 1-hydroxy-7-aza-benzotriazole; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm980197u

upstream raw materials:

{(E)-4-[((R)-1-{[(R)-1-((S)-2-Hydroxy-propylcarbamoyl)-2-phenyl-ethyl]-methyl-carbamoyl}-2-naphthalen-2-yl-ethyl)-methyl-carbamoyl]-1,1-dimethyl-but-3-enyl}-carbamic acid tert-butyl ester

N-tert-butoxycarbonyl-N-methyl-D-phenylalanine

3-[(tert-butoxycarbonyl)amino]-3-methylbutanoic acid

(1,1-dimethyl-3-oxo-propyl)-carbamic acid tert-butyl ester