N-(tert-butyloxycarbonyl)-L-(p-hydroxyphenyl)glycine-L-arginine-(Pbf) benzyl ester

Base Information

• Chemical Name: N-(tert-butyloxycarbonyl)-L-(p-hydroxyphenyl)glycine-L-arginine-(Pbf) benzyl ester
• CAS No.: 1443793-08-5
• Molecular Formula: C₃₉H₅₁N₅O₉S
• Molecular Weight: 765.928
• Mol file: 1443793-08-5.mol

Synonyms:N-(tert-butyloxycarbonyl)-L-(p-hydroxyphenyl)glycine-L-arginine-(Pbf) benzyl ester

Chemical Property of N-(tert-butyloxycarbonyl)-L-(p-hydroxyphenyl)glycine-L-arginine-(Pbf) benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(tert-butyloxycarbonyl)-L-(p-hydroxyphenyl)glycine-L-arginine-(Pbf) benzyl ester

There total 6 articles about N-(tert-butyloxycarbonyl)-L-(p-hydroxyphenyl)glycine-L-arginine-(Pbf) 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: 43.0%

Nα-Fmoc-N(G)-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine benzyl ester (1076089-07-0) + N-tert-butyloxycarbonyl-L-4-hydroxyphenylglycine (69651-48-5) → N-(tert-butyloxycarbonyl)-L-(p-hydroxyphenyl)glycine-L-arginine-(Pbf) benzyl ester (1443793-08-5)

Guidance literature:

With (benzotriazol-1-yloxy)tripyrrolodinophosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1021/jo4007893

Reference yield:

benzyl bromide (100-39-0) → N-(tert-butyloxycarbonyl)-L-(p-hydroxyphenyl)glycine-L-arginine-(Pbf) benzyl ester (1443793-08-5)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C

2: piperidine / tetrahydrofuran / 0.5 h / 20 °C

3: N-ethyl-N,N-diisopropylamine; (benzotriazol-1-yloxy)tripyrrolodinophosphonium hexafluorophosphate / dichloromethane / 3 h / 0 - 20 °C

With piperidine; dmap; (benzotriazol-1-yloxy)tripyrrolodinophosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo4007893

Reference yield:

Nα-Fmoc-N(G)-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine benzyl ester (813452-49-2) → N-(tert-butyloxycarbonyl)-L-(p-hydroxyphenyl)glycine-L-arginine-(Pbf) benzyl ester (1443793-08-5)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine / tetrahydrofuran / 0.5 h / 20 °C

2: N-ethyl-N,N-diisopropylamine; (benzotriazol-1-yloxy)tripyrrolodinophosphonium hexafluorophosphate / dichloromethane / 3 h / 0 - 20 °C

With piperidine; (benzotriazol-1-yloxy)tripyrrolodinophosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo4007893

upstream raw materials:

Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine

benzyl bromide

Nα-Fmoc-N(G)-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine benzyl ester

(S)-hydroxyphenylglycine