(S)-2-((S)-2-benzyloxycarbonylamino-3-phenylpropanoylamino)-5-nitroguanidinopentanoic acid

Base Information

• Chemical Name: (S)-2-((S)-2-benzyloxycarbonylamino-3-phenylpropanoylamino)-5-nitroguanidinopentanoic acid
• CAS No.: 6464-78-4
• Molecular Formula: C₂₃H₂₈N₆O₇
• Molecular Weight: 500.511

Synonyms:(S)-2-((S)-2-benzyloxycarbonylamino-3-phenylpropanoylamino)-5-nitroguanidinopentanoic acid

Chemical Property of (S)-2-((S)-2-benzyloxycarbonylamino-3-phenylpropanoylamino)-5-nitroguanidinopentanoic acid

Chemical Property:

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Technology Process of (S)-2-((S)-2-benzyloxycarbonylamino-3-phenylpropanoylamino)-5-nitroguanidinopentanoic acid

There total 8 articles about (S)-2-((S)-2-benzyloxycarbonylamino-3-phenylpropanoylamino)-5-nitroguanidinopentanoic acid 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: 90.0%

Nω-nitro-L-arginine (2149-70-4,66036-77-9,137433-32-0) + (S)-benzyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate (769922-77-2) → (S)-2-((S)-2-benzyloxycarbonylamino-3-phenylpropanoylamino)-5-nitroguanidinopentanoic acid (6464-78-4)

Guidance literature:

With triethylamine; In water; acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1021/jo800805w

Reference yield:

→ Nα-(N-benzyloxycarbonyl-L-phenylalanyl)-Nω-nitro-L-arginine (6464-78-4)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01582a065

Reference yield:

N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester (3397-32-8) + Nω-nitro-L-arginine (2149-70-4,66036-77-9,137433-32-0) → (S)-2-((S)-2-benzyloxycarbonylamino-3-phenylpropanoylamino)-5-nitroguanidinopentanoic acid (6464-78-4)

Guidance literature:

With sodium hydrogencarbonate; In 1,2-dimethoxyethane; water; Ambient temperature;

upstream raw materials:

N-Cbz-L-Phe

triethylamine

isobutyl chloroformate

N-nitro-L-arginine

Downstream raw materials:

C₃₀H₃₅N₇O₇

C₃₇H₃₈N₈O₁₁

N^α-benzyloxycarbonyl-L-histidyl=>L-phenylalanyl=>N^ω-nitro-L-arginine

N^α-L-phenylalanyl-L-arginine ; acetate

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