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

Base Information

• Chemical Name: N^α-(benzyloxycarbonyl)-2-<(o-nitrophenyl)sulfenyl>-D-tryptophanyl-D-arginine methyl ester hydrochloride
• CAS No.: 111237-87-7
• Molecular Formula: C₃₂H₃₅N₇O₇S*ClH
• Molecular Weight: 698.2

Synonyms:N^α-(benzyloxycarbonyl)-2-<(o-nitrophenyl)sulfenyl>-D-tryptophanyl-D-arginine methyl ester hydrochloride

Chemical Property of N^α-(benzyloxycarbonyl)-2-<(o-nitrophenyl)sulfenyl>-D-tryptophanyl-D-arginine methyl ester hydrochloride

Chemical Property:

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Technology Process of N^α-(benzyloxycarbonyl)-2-<(o-nitrophenyl)sulfenyl>-D-tryptophanyl-D-arginine methyl ester hydrochloride

There total 3 articles about N^α-(benzyloxycarbonyl)-2-<(o-nitrophenyl)sulfenyl>-D-tryptophanyl-D-arginine 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: 89.0%

2-nitrobenzenesulfenyl chloride (7669-54-7) + Nα-(benzyloxycarbonyl)-D-tryptophanyl-D-arginine methyl ester hydrochloride (111237-82-2) → Nα-(benzyloxycarbonyl)-2-<(o-nitrophenyl)sulfenyl>-D-tryptophanyl-D-arginine methyl ester hydrochloride (111237-87-7)

Guidance literature:

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

DOI:10.1021/jm00397a004

Reference yield:

methyl (2R)-2-amino-5-carbamimidamidopentanoate dihydrochloride (22888-59-1,26340-89-6,78851-84-0,111237-99-1,18598-71-5) → Nα-(benzyloxycarbonyl)-2-<(o-nitrophenyl)sulfenyl>-D-tryptophanyl-D-arginine methyl ester hydrochloride (111237-87-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) aq. NaCO₃H / 1.) THF, -20 deg C, 15 min, 2.) 0 deg C, 1 h

2: 89 percent / 1 N HCl / dioxane / 0.5 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; sodium hydrogencarbonate; isobutyl chloroformate; In 1,4-dioxane;

DOI:10.1021/jm00397a004

Reference yield:

N-(benzyloxycarbonyl)-D-tryptophan (2279-15-4) → Nα-(benzyloxycarbonyl)-2-<(o-nitrophenyl)sulfenyl>-D-tryptophanyl-D-arginine methyl ester hydrochloride (111237-87-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) aq. NaCO₃H / 1.) THF, -20 deg C, 15 min, 2.) 0 deg C, 1 h

2: 89 percent / 1 N HCl / dioxane / 0.5 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; sodium hydrogencarbonate; isobutyl chloroformate; In 1,4-dioxane;

DOI:10.1021/jm00397a004

upstream raw materials:

2-nitrobenzenesulfenyl chloride

N^α-(benzyloxycarbonyl)-D-tryptophanyl-D-arginine methyl ester hydrochloride

methyl (2R)-2-amino-5-carbamimidamidopentanoate dihydrochloride

N-(benzyloxycarbonyl)-D-tryptophan

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