N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^ε-(benzyloxycarbonyl)-L-lysine

Base Information

• Chemical Name: N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^ε-(benzyloxycarbonyl)-L-lysine
• CAS No.: 886208-40-8
• Molecular Formula: C₂₈H₃₁N₅O₈
• Molecular Weight: 565.583

Synonyms:N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^ε-(benzyloxycarbonyl)-L-lysine

Chemical Property of N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^ε-(benzyloxycarbonyl)-L-lysine

Chemical Property:

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Technology Process of N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^ε-(benzyloxycarbonyl)-L-lysine

There total 3 articles about N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^ε-(benzyloxycarbonyl)-L-lysine 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:

tert-butyl Nα-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-Nε-(benzyloxycarbonyl)-L-lysinate (886208-39-5) → Nα-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-Nε-(benzyloxycarbonyl)-L-lysine (886208-40-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 3.5h;

DOI:10.1016/j.bmc.2005.11.056

Reference yield:

N(ε)-benzoyloxycarbonyl-L-lysine tert-butyl ester hydrochloride (5978-22-3,1426213-63-9) → Nα-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-Nε-(benzyloxycarbonyl)-L-lysine (886208-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 72.4 percent / PyBrop; DIEA / dimethylformamide / 23 h / 0 - 20 °C

2: TFA / CH₂Cl₂ / 3.5 h

With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.11.056

Reference yield:

[N4-[(benzyloxy)carbonyl]cytosine-1-yl]acetic acid (144564-95-4) → Nα-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-Nε-(benzyloxycarbonyl)-L-lysine (886208-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 72.4 percent / PyBrop; DIEA / dimethylformamide / 23 h / 0 - 20 °C

2: TFA / CH₂Cl₂ / 3.5 h

With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.11.056

upstream raw materials:

tert-butyl N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^ε-(benzyloxycarbonyl)-L-lysinate

N(ε)-benzoyloxycarbonyl-L-lysine tert-butyl ester hydrochloride

[N⁴-[(benzyloxy)carbonyl]cytosine-1-yl]acetic acid

Downstream raw materials:

6'-N-[N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^ε-(benzyloxycarbonyl)-L-lysyl]neamine

6'-N-[N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^ε-(benzyloxycarbonyl)-D-lysyl]neamine

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