N^α-(tert-butyloxycarbonyl)-L-prolyl-L-phenylalanyl-N^im-tosyl-L-histidine benzyl ester

Base Information

• Chemical Name: N^α-(tert-butyloxycarbonyl)-L-prolyl-L-phenylalanyl-N^im-tosyl-L-histidine benzyl ester
• CAS No.: 132235-82-6
• Molecular Formula: C₃₉H₄₅N₅O₈S
• Molecular Weight: 743.881

Synonyms:N^α-(tert-butyloxycarbonyl)-L-prolyl-L-phenylalanyl-N^im-tosyl-L-histidine benzyl ester

Chemical Property of N^α-(tert-butyloxycarbonyl)-L-prolyl-L-phenylalanyl-N^im-tosyl-L-histidine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N^α-(tert-butyloxycarbonyl)-L-prolyl-L-phenylalanyl-N^im-tosyl-L-histidine benzyl ester

There total 2 articles about N^α-(tert-butyloxycarbonyl)-L-prolyl-L-phenylalanyl-N^im-tosyl-L-histidine 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:

Nα-(tert-butyloxycarbonyl)-Nim-tosyl-L-histidine benzyl ester (132259-57-5) → Nα-(tert-butyloxycarbonyl)-L-prolyl-L-phenylalanyl-Nim-tosyl-L-histidine benzyl ester (132235-82-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.9 g / trifluoroacetic acid / CH₂Cl₂ / 1 h

2: diisopropylethylamine, diethylphosphoryl cyanide / CH₂Cl₂ / 18 h

With diethylphosphoryl cyanide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00108a006

Reference yield:

N-tert-butyloxycarbonyl-L-prolyl-L-phenylalanine (52071-65-5) + (S)-2-Amino-3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-propionic acid benzyl ester (132235-89-3) → Nα-(tert-butyloxycarbonyl)-L-prolyl-L-phenylalanyl-Nim-tosyl-L-histidine benzyl ester (132235-82-6)

Guidance literature:

With diethylphosphoryl cyanide; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 18h; Yield given;

DOI:10.1021/jm00108a006

Reference yield: 100.0%

Nα-(tert-butyloxycarbonyl)-L-prolyl-L-phenylalanyl-Nim-tosyl-L-histidine benzyl ester (132235-82-6) → Nα-(tert-butyloxycarbonyl)-L-prolyl-L-phenylalanyl-L-histidine benzyl ester (132235-83-7)

Guidance literature:

With benzotriazol-1-ol; In methanol; for 18h;

DOI:10.1021/jm00108a006

upstream raw materials:

N-tert-butyloxycarbonyl-L-prolyl-L-phenylalanine

(S)-2-Amino-3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-propionic acid benzyl ester

N^α-(tert-butyloxycarbonyl)-N^im-tosyl-L-histidine benzyl ester

Downstream raw materials:

N^α-(tert-butyloxycarbonyl)-L-prolyl-L-phenylalanyl-L-histidine benzyl ester

(8S,11S,14S)-11-Benzyl-3,9,12-trioxo-1,4,10,13,17-pentaaza-tricyclo[14.2.1.0^4,8]nonadeca-16⁽¹⁹⁾,17-diene-14-carboxylic acid

(8S,11S,14S)-11-Benzyl-3,9,12-trioxo-1,4,10,13,17-pentaaza-tricyclo[14.2.1.0^4,8]nonadeca-16⁽¹⁹⁾,17-diene-14-carboxylic acid benzyl ester

N^α-(tert-butyloxycarbonyl)-L-prolyl-L-phenylalanyl-N^im-<(tert-butyloxycarbonyl)methyl>-L-histidine benzyl ester

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