N-(carbamoylmethyl)-N-(N⁶-(benzyloxycarbonyl)adenin-9-ylacetyl)-β-alanine ethyl ester

Base Information

• Chemical Name: N-(carbamoylmethyl)-N-(N⁶-(benzyloxycarbonyl)adenin-9-ylacetyl)-β-alanine ethyl ester
• CAS No.: 171855-77-9
• Molecular Formula: C₂₂H₂₅N₇O₆
• Molecular Weight: 483.484

Synonyms:N-(carbamoylmethyl)-N-(N⁶-(benzyloxycarbonyl)adenin-9-ylacetyl)-β-alanine ethyl ester

Chemical Property of N-(carbamoylmethyl)-N-(N⁶-(benzyloxycarbonyl)adenin-9-ylacetyl)-β-alanine ethyl ester

Chemical Property:

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Technology Process of N-(carbamoylmethyl)-N-(N⁶-(benzyloxycarbonyl)adenin-9-ylacetyl)-β-alanine ethyl ester

There total 3 articles about N-(carbamoylmethyl)-N-(N⁶-(benzyloxycarbonyl)adenin-9-ylacetyl)-β-alanine ethyl 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: 61.0%

[6-N-(benzyloxycarbonyl)-adenin-9-yl]-acetic acid (149376-67-0) + N-(carbamoylmethyl)-β-alanine ethylester (161713-31-1) → N-(carbamoylmethyl)-N-(N6-(benzyloxycarbonyl)adenin-9-ylacetyl)-β-alanine ethyl ester (171855-77-9)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

DOI:10.1016/0040-4039(95)01374-Q

Reference yield:

ethyl β-alaninate hydrochloride (4244-84-2) → N-(carbamoylmethyl)-N-(N6-(benzyloxycarbonyl)adenin-9-ylacetyl)-β-alanine ethyl ester (171855-77-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / K₂CO₃ / dimethylformamide / 24 h / 90 °C

2: 58 percent / HBTU, pyridine, N-diisopropylethylamine / dimethylformamide / 1 h / Ambient temperature

With pyridine; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(98)00152-7

Reference yield:

→ N-(carbamoylmethyl)-N-(N6-(benzyloxycarbonyl)adenin-9-ylacetyl)-β-alanine ethyl ester (171855-77-9)

Guidance literature:

upstream raw materials:

[6-N-(benzyloxycarbonyl)-adenin-9-yl]-acetic acid

N-(carbamoylmethyl)-β-alanine ethylester

ethyl β-alaninate hydrochloride

Downstream raw materials:

N-(N-tert-butyloxycarbonylaminomethyl)-N-(N⁹-benzyloxycarbonyladenin-9-ylacetyl)-β-alanine ethyl ester

N-(N-tert-butyloxycarbonylaminomethyl)-N-(N⁹-benzyloxycarbonyladenin-9-ylacetyl)-β-alanine

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