N-(trifluoroacetyl)valyl-O'-(2,3-epoxypropyl)tyrosyl-valine methyl ester

Base Information

• Chemical Name: N-(trifluoroacetyl)valyl-O'-(2,3-epoxypropyl)tyrosyl-valine methyl ester
• CAS No.: 127132-43-8
• Molecular Formula: C₂₅H₃₄F₃N₃O₇
• Molecular Weight: 545.556
• Mol file: 127132-43-8.mol

Synonyms:N-(trifluoroacetyl)valyl-O'-(2,3-epoxypropyl)tyrosyl-valine methyl ester

Chemical Property of N-(trifluoroacetyl)valyl-O'-(2,3-epoxypropyl)tyrosyl-valine methyl ester

Chemical Property:

• Boiling Point: 721.4°Cat760mmHg
• Flash Point: 390.1°C
• PSA: 145.83000
• Density: 1.247g/cm³
• LogP: 4.02930

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(trifluoroacetyl)valyl-O'-(2,3-epoxypropyl)tyrosyl-valine methyl ester

There total 12 articles about N-(trifluoroacetyl)valyl-O'-(2,3-epoxypropyl)tyrosyl-valine methyl ester 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: 14.0%

N-(trifluoroacetyl)-L-valyl-O'-(prop-2-enyl)-L-tyrosyl-L-valine methyl ester (127132-42-7) → N-(trifluoroacetyl)-L-valyl-O'-(2,3-epoxypropyl)-L-tyrosyl-L-valine methyl ester (127132-43-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 48h; Ambient temperature;

DOI:10.1021/jm00168a015

Reference yield:

L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) → N-(trifluoroacetyl)-L-valyl-O'-(2,3-epoxypropyl)-L-tyrosyl-L-valine methyl ester (127132-43-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 85 percent / Et₃N / methanol; tetrahydrofuran / 20 h / Ambient temperature

2: 72 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et₃N / dimethylformamide / 24 h / Ambient temperature

3: 96 percent / HCl / dioxane / 2 h / Ambient temperature

4: 13.5 percent / Et₃N / CH₂Cl₂ / 1.) -60 deg C, 30 min, 2.) 10 deg C, 1 h

5: 14 percent / m-CPBA / CH₂Cl₂ / 48 h / Ambient temperature

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00168a015

Reference yield:

t-Boc-L-valine (13734-41-3) → N-(trifluoroacetyl)-L-valyl-O'-(2,3-epoxypropyl)-L-tyrosyl-L-valine methyl ester (127132-43-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 72 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et₃N / dimethylformamide / 24 h / Ambient temperature

2: 96 percent / HCl / dioxane / 2 h / Ambient temperature

3: 13.5 percent / Et₃N / CH₂Cl₂ / 1.) -60 deg C, 30 min, 2.) 10 deg C, 1 h

4: 14 percent / m-CPBA / CH₂Cl₂ / 48 h / Ambient temperature

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00168a015

upstream raw materials:

N-(trifluoroacetyl)-L-valyl-O'-(prop-2-enyl)-L-tyrosyl-L-valine methyl ester

t-Boc-L-valine

L-valine

L-Valine methyl ester

Refernces