N-(tert-butyloxycarbonyl)-valyl-valyl-methylvalyl-prolyl-proline benzyl ester

Base Information

Chemical Name:N-(tert-butyloxycarbonyl)-valyl-valyl-methylvalyl-prolyl-proline benzyl ester
CAS No.:270085-21-7
Molecular Formula:C₃₈H₅₉N₅O₈
Molecular Weight:713.915
Hs Code.:

Synonyms:N-(tert-butyloxycarbonyl)-valyl-valyl-methylvalyl-prolyl-proline benzyl ester

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Chemical Property of N-(tert-butyloxycarbonyl)-valyl-valyl-methylvalyl-prolyl-proline benzyl ester

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Technology Process of N-(tert-butyloxycarbonyl)-valyl-valyl-methylvalyl-prolyl-proline benzyl ester

There total 10 articles about N-(tert-butyloxycarbonyl)-valyl-valyl-methylvalyl-prolyl-proline benzyl 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: 88.0%

: 51211-55-3
prolyl-proline benzyl ester hydrochloride

: 270085-24-0
N-(tert0butyloxycarbonyl)-valyl-valyl-methylvaline

: 270085-21-7
N-(tert-butyloxycarbonyl)-valyl-valyl-methylvalyl-prolyl-proline benzyl ester

Guidance literature:: With 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4020(00)00657-8

Reference yield:

: 13734-41-3
t-Boc-L-valine

: 270085-21-7
N-(tert-butyloxycarbonyl)-valyl-valyl-methylvalyl-prolyl-proline benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 92.1 percent / 2-fluoro-1-ethylpyridinium tetrafluoroborate; DIEA / CH₂Cl₂ / 2 h / 20 °C

2: 91.4 percent / 4N HCl / ethyl acetate

3: 97 percent / 2-bromo-1-ethylpyridinium tetrafluoroborate; DIEA / CH₂Cl₂ / 1 h / 20 °C

4: 98 percent / 2N NaOH

5: 88 percent / 2-bromo-1-ethylpyridinium tetrafluoroborate; DIEA / CH₂Cl₂ / 20 °C

With hydrogenchloride; sodium hydroxide; 2-fluoro-1-ethylpyridinium tetrafluoroborate; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; ethyl acetate; 1: Acylation / 2: Substitution / 3: Acylation / 4: Hydrolysis / 5: Acylation;
DOI:10.1016/S0040-4020(00)00657-8

Reference yield:

: 15761-39-4,59433-50-0
1-(tert-butoxycarbonyl)-L-proline

: 270085-21-7
N-(tert-butyloxycarbonyl)-valyl-valyl-methylvalyl-prolyl-proline benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / 2-fluoro-1-ethylpyridinium tetrafluoroborate; DIEA / CH₂Cl₂ / 1 h / 20 °C

2: 94.7 percent / 4N HCl / ethyl acetate / 0 °C

3: 88 percent / 2-bromo-1-ethylpyridinium tetrafluoroborate; DIEA / CH₂Cl₂ / 20 °C

With hydrogenchloride; 2-fluoro-1-ethylpyridinium tetrafluoroborate; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; ethyl acetate; 1: Acylation / 2: Hydrolysis / 3: Acylation;
DOI:10.1016/S0040-4020(00)00657-8