n-butyryl-L-tyrosyl-L-leucyl-L-tyrosynol

Base Information

• Chemical Name: n-butyryl-L-tyrosyl-L-leucyl-L-tyrosynol
• CAS No.: 402832-86-4
• Molecular Formula: C₂₈H₃₉N₃O₆
• Molecular Weight: 513.634
• Mol file: 402832-86-4.mol

Synonyms:n-butyryl-L-tyrosyl-L-leucyl-L-tyrosynol

Chemical Property of n-butyryl-L-tyrosyl-L-leucyl-L-tyrosynol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of n-butyryl-L-tyrosyl-L-leucyl-L-tyrosynol

There total 11 articles about n-butyryl-L-tyrosyl-L-leucyl-L-tyrosynol 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: 99.0%

(S)-2-[(S)-3-(4-Benzyloxy-phenyl)-2-butyrylamino-propionylamino]-4-methyl-pentanoic acid [(S)-1-benzyloxymethyl-2-(4-benzyloxy-phenyl)-ethyl]-amide (402832-97-7) → n-butyryl-L-tyrosyl-L-leucyl-L-tyrosynol (402832-86-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.7164/antibiotics.54.1004

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → n-butyryl-L-tyrosyl-L-leucyl-L-tyrosynol (402832-86-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 3.89 g / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / CH₂Cl₂ / 18 h / 20 °C

2: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

3: 4.46 g / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / CH₂Cl₂ / 18 h / 20 °C

4: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

5: 435 mg / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / dimethylformamide / 18 h / 20 °C

6: 99 percent / H₂ / 10 percent Pd/C / dimethylformamide / 18 h / 20 °C

With hydrogen; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.7164/antibiotics.54.1004

Reference yield:

(S)-tyrosinol hydrochloride (87745-27-5,40829-04-7) → n-butyryl-L-tyrosyl-L-leucyl-L-tyrosynol (402832-86-4)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 70 percent / NaOH / dioxane / 3 h / 20 °C

2.1: NaH / dimethylformamide / 0.17 h / 0 °C

2.2: 74 percent / dimethylformamide / 5 h / 20 °C

3.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

4.1: 3.89 g / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / CH₂Cl₂ / 18 h / 20 °C

5.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

6.1: 4.46 g / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / CH₂Cl₂ / 18 h / 20 °C

7.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

8.1: 435 mg / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / dimethylformamide / 18 h / 20 °C

9.1: 99 percent / H₂ / 10 percent Pd/C / dimethylformamide / 18 h / 20 °C

With sodium hydroxide; hydrogen; sodium hydride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.7164/antibiotics.54.1004

upstream raw materials:

n-butyryl-L-tyrosyl-L-leucyl-DL-tyrosynal

(S)-2-[(S)-3-(4-Benzyloxy-phenyl)-2-butyrylamino-propionylamino]-4-methyl-pentanoic acid [(S)-1-benzyloxymethyl-2-(4-benzyloxy-phenyl)-ethyl]-amide

N-tert-butoxycarbonyl-L-leucine

(S)-tyrosinol hydrochloride

Downstream raw materials:

L-leucine

4-[(2S)-2-amino-3-hydroxypropyl]phenol

L-tyrosine

n-butyryl-L-tyrosyl-L-leucyl-DL-tyrosynal