N^α-(benzyloxycarbonyl)-D-tryptophanylarginine methyl ester hydrochloride

Base Information

• Chemical Name: N^α-(benzyloxycarbonyl)-D-tryptophanylarginine methyl ester hydrochloride
• CAS No.: 111237-81-1
• Molecular Formula: C₂₆H₃₂N₆O₅*ClH
• Molecular Weight: 545.038
• Mol file: 111237-81-1.mol

Synonyms:N^α-(benzyloxycarbonyl)-D-tryptophanylarginine methyl ester hydrochloride

Chemical Property of N^α-(benzyloxycarbonyl)-D-tryptophanylarginine methyl ester hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^α-(benzyloxycarbonyl)-D-tryptophanylarginine methyl ester hydrochloride

There total 1 articles about N^α-(benzyloxycarbonyl)-D-tryptophanylarginine 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:

L-arginine methyl ester dihydrochloride (22888-59-1,26340-89-6,78851-84-0,111237-99-1,18598-71-5) + N-(benzyloxycarbonyl)-D-tryptophan (2279-15-4) → Nα-(benzyloxycarbonyl)-D-tryptophanylarginine methyl ester hydrochloride (111237-81-1)

Guidance literature:

With 4-methyl-morpholine; sodium hydrogencarbonate; isobutyl chloroformate; Yield given. Multistep reaction; 1.) THF, -20 deg C, 15 min, 2.) 0 deg C, 1 h;

DOI:10.1021/jm00397a004

Reference yield: 80.0%

2-nitrobenzenesulfenyl chloride (7669-54-7) + Nα-(benzyloxycarbonyl)-D-tryptophanylarginine methyl ester hydrochloride (111237-81-1) → Nα-(benzyloxycarbonyl)-2-<(o-nitrophenyl)sulfenyl>-D-tryptophanylarginine methyl ester hydrochloride (111237-86-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 0.5h; Ambient temperature;

DOI:10.1021/jm00397a004

Reference yield:

Nα-(benzyloxycarbonyl)-D-tryptophanylarginine methyl ester hydrochloride (111237-81-1) → cyclo[D-Trp(Nps)-Arg]*HCl (111320-52-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / H₂ / Pd/C / ethanol / 2 h / 1034.3 Torr / Ambient temperature

2: 94 percent / AcOH / 1 h / Ambient temperature

3: 71 percent / 0.1 M AcOH / butan-1-ol / 4 h / Heating

With hydrogen; acetic acid; palladium on activated charcoal; In ethanol; butan-1-ol;

DOI:10.1021/jm00397a004

upstream raw materials:

L-arginine methyl ester dihydrochloride

N-(benzyloxycarbonyl)-D-tryptophan

Downstream raw materials:

N^α-(benzyloxycarbonyl)-2-<(o-nitrophenyl)sulfenyl>-D-tryptophanylarginine methyl ester hydrochloride

cyclo[D-Trp(Nps)-Arg]*HCl

D-Trp(Nps)-Arg-OMe*HCl