O'-(prop-2-enyl)-L-tyrosyl-L-valine methyl ester hydrochloride

Base Information

• Chemical Name: O'-(prop-2-enyl)-L-tyrosyl-L-valine methyl ester hydrochloride
• CAS No.: 127132-39-2
• Molecular Formula: C₁₈H₂₆N₂O₄*ClH
• Molecular Weight: 370.876
• Mol file: 127132-39-2.mol

Synonyms:O'-(prop-2-enyl)-L-tyrosyl-L-valine methyl ester hydrochloride

Chemical Property of O'-(prop-2-enyl)-L-tyrosyl-L-valine methyl ester hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O'-(prop-2-enyl)-L-tyrosyl-L-valine methyl ester hydrochloride

There total 6 articles about O'-(prop-2-enyl)-L-tyrosyl-L-valine methyl ester hydrochloride 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: 91.0%

(S)-2-[(S)-3-(4-allyloxy-phenyl)-2-tert-butoxycarbonylamino-propionylamino]-3-methyl-butyric acid methyl ester (127154-09-0) → O'-(prop-2-enyl)-L-tyrosyl-L-valine methyl ester hydrochloride (127132-39-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 2h; Ambient temperature;

DOI:10.1021/jm00168a015

Reference yield:

L-Valine methyl ester (4070-48-8) → O'-(prop-2-enyl)-L-tyrosyl-L-valine methyl ester hydrochloride (127132-39-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 73.9 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et₃N / dimethylformamide / 20 h / Ambient temperature

2: 91 percent / HCl / dioxane / 2 h / Ambient temperature

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

DOI:10.1021/jm00168a015

Reference yield:

L-tyrosine ethyl ester (949-67-7) → O'-(prop-2-enyl)-L-tyrosyl-L-valine methyl ester hydrochloride (127132-39-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 82.6 percent / NaHCO₃ / methanol; tetrahydrofuran / 20 h / Ambient temperature

2: 92 percent / K₂CO₃ / acetone / 24 h / Ambient temperature

3: 99 percent / NaOH / ethanol / Ambient temperature

4: 73.9 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et₃N / dimethylformamide / 20 h / Ambient temperature

5: 91 percent / HCl / dioxane / 2 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm00168a015

upstream raw materials:

(S)-2-[(S)-3-(4-allyloxy-phenyl)-2-tert-butoxycarbonylamino-propionylamino]-3-methyl-butyric acid methyl ester

L-Valine methyl ester

L-tyrosine ethyl ester

N-(tert-butoxycarbonyl)-L-tyrosine ethyl ester

Downstream raw materials:

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

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

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

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

Refernces