N-tert-butoxycarbonyl-N-[2-(N⁶-benzyloxycarbonyladenin-9-yl)-ethyl]glycine methyl ester

Base Information

• Chemical Name: N-tert-butoxycarbonyl-N-[2-(N⁶-benzyloxycarbonyladenin-9-yl)-ethyl]glycine methyl ester
• CAS No.: 344414-07-9
• Molecular Formula: C₂₃H₂₈N₆O₆
• Molecular Weight: 484.512

Synonyms:N-tert-butoxycarbonyl-N-[2-(N⁶-benzyloxycarbonyladenin-9-yl)-ethyl]glycine methyl ester

Chemical Property of N-tert-butoxycarbonyl-N-[2-(N⁶-benzyloxycarbonyladenin-9-yl)-ethyl]glycine methyl ester

Chemical Property:

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Technology Process of N-tert-butoxycarbonyl-N-[2-(N⁶-benzyloxycarbonyladenin-9-yl)-ethyl]glycine methyl ester

There total 3 articles about N-tert-butoxycarbonyl-N-[2-(N⁶-benzyloxycarbonyladenin-9-yl)-ethyl]glycine methyl 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: 75.0%

N-benzyloxycarbonylimidazole (22129-07-3) + N-tert-butoxycarbonyl-N-[2-(adenin-9-yl)-ethyl]-glycine methyl ester (189160-69-8) → N-tert-butoxycarbonyl-N-[2-(N6-benzyloxycarbonyladenin-9-yl)-ethyl]glycine methyl ester (344414-07-9)

Guidance literature:

With triethyloxonium fluoroborate; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4020(01)00182-X

Reference yield:

adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) → N-tert-butoxycarbonyl-N-[2-(N6-benzyloxycarbonyladenin-9-yl)-ethyl]glycine methyl ester (344414-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 27 percent / triphenylphosphine; DEAD / tetrahydrofuran / 20 °C

2: 75 percent / triethyloxonium tetrafluoroborate / CH₂Cl₂ / 20 °C

With triethyloxonium fluoroborate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1: Mitsunobu reaction;

DOI:10.1016/S0040-4020(01)00182-X

Reference yield:

N-tert-Butoxycarbonyl-N-(2-hydroxyethyl)glycine methyl ester (189160-68-7) → N-tert-butoxycarbonyl-N-[2-(N6-benzyloxycarbonyladenin-9-yl)-ethyl]glycine methyl ester (344414-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 27 percent / triphenylphosphine; DEAD / tetrahydrofuran / 20 °C

2: 75 percent / triethyloxonium tetrafluoroborate / CH₂Cl₂ / 20 °C

With triethyloxonium fluoroborate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1: Mitsunobu reaction;

DOI:10.1016/S0040-4020(01)00182-X

upstream raw materials:

N-benzyloxycarbonylimidazole

N-tert-butoxycarbonyl-N-[2-(adenin-9-yl)-ethyl]-glycine methyl ester

adenine

N-tert-Butoxycarbonyl-N-(2-hydroxyethyl)glycine methyl ester

Downstream raw materials:

N-[N-(fluoren-9-ylmethoxycarbonyl)-N-methylglycyl]-N-[2-(N⁶-benzyloxycarbonyladenin-9-yl)ethyl]glycine methyl ester

N-[(N-tert-butoxycarbonyl-N-methyl)glycyl]-N-[2-(N⁶-benzyloxycarbonyladenyn-9-yl)ethyl]glycine methyl ester

N-[2-(N⁶-benzyloxycarbonyladenin-9-yl)-ethyl]glycine methyl ester

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