N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysine bis(pentafluorophenyl) ester

Base Information

• Chemical Name: N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysine bis(pentafluorophenyl) ester
• CAS No.: 800366-79-4
• Molecular Formula: C₃₀H₂₂F₁₀N₂O₇
• Molecular Weight: 712.498

Synonyms:N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysine bis(pentafluorophenyl) ester

Chemical Property of N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysine bis(pentafluorophenyl) ester

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Technology Process of N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysine bis(pentafluorophenyl) ester

There total 2 articles about N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysine bis(pentafluorophenyl) 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: 77.0%

pentafluorophenyl trifloroacetate (14533-84-7) + Nα-(3-carboxy-1-oxopropyl)-Nε-(benzyloxycarbonyl)-L-lysine (797761-53-6) → Nα-(3-carboxy-1-oxopropyl)-Nε-(benzyloxycarbonyl)-L-lysine bis(pentafluorophenyl) ester (800366-79-4)

Guidance literature:

With pyridine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1021/ja046426l

Reference yield:

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → Nα-(3-carboxy-1-oxopropyl)-Nε-(benzyloxycarbonyl)-L-lysine bis(pentafluorophenyl) ester (800366-79-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / methanol / 12 h / 40 °C

2: 77 percent / pyridine / dimethylformamide / 1 h / 20 °C

With pyridine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja046426l

Reference yield: 84.0%

3-aminopropyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside + Nα-(3-carboxy-1-oxopropyl)-Nε-(benzyloxycarbonyl)-L-lysine bis(pentafluorophenyl) ester (800366-79-4) → N-[3-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxyl)propyl]-Nα-[8-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxyl)-5-aza-1,4-dioxooctyl]-Nε-(benzyloxycarbonyl)-L-lysinamide (797761-55-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 17h;

DOI:10.1021/ja046426l

upstream raw materials:

pentafluorophenyl trifloroacetate

N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysine

N₆-[(benzyloxy)carbonyl]-L-lysine

Downstream raw materials:

N-[3-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxyl)propyl]-N^α-[8-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxyl)-5-aza-1,4-dioxooctyl]-N^ε-(benzyloxycarbonyl)-L-lysinamide

N-[3-(2-acetamido-2-deoxy-β-D-glucopyranosyloxyl)propyl]-N^α-[8-(2-acetamido-2-deoxy-β-D-glucopyranosyloxyl)-5-aza-1,4-dioxooctyl]-N^ε-(benzyloxycarbonyl)-L-lysinamide

N-{3-[2-acetamido-2-deoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranosyloxyl]propyl}-N^α-{8-[2-acetamido-2-deoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranosyloxyl]-5-aza-1,4-dioxooctyl}-N^ε-(benzyloxycarbonyl)-L-lysinamide

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