2-(N-benzyl-N-tert-butoxycarbonylamino)-6-chloro-9-phenethylpurine

Base Information

• Chemical Name: 2-(N-benzyl-N-tert-butoxycarbonylamino)-6-chloro-9-phenethylpurine
• CAS No.: 1609090-72-3
• Molecular Formula: C₂₅H₂₆ClN₅O₂
• Molecular Weight: 463.967
• Mol file: 1609090-72-3.mol

Synonyms:2-(N-benzyl-N-tert-butoxycarbonylamino)-6-chloro-9-phenethylpurine

Chemical Property of 2-(N-benzyl-N-tert-butoxycarbonylamino)-6-chloro-9-phenethylpurine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(N-benzyl-N-tert-butoxycarbonylamino)-6-chloro-9-phenethylpurine

There total 4 articles about 2-(N-benzyl-N-tert-butoxycarbonylamino)-6-chloro-9-phenethylpurine 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: 94.0%

2-tert-butoxycarbonylamino-6-chloro-9-phenethylpurine (1609090-73-4) + benzyl alcohol (100-51-6,185532-71-2) → 2-(N-benzyl-N-tert-butoxycarbonylamino)-6-chloro-9-phenethylpurine (1609090-72-3)

Guidance literature:

With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; at 20 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1371/journal.pone.0124423

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 2-(N-benzyl-N-tert-butoxycarbonylamino)-6-chloro-9-phenethylpurine (1609090-72-3)

Guidance literature:

Multi-step reaction with 4 steps

1: dmap / dimethyl sulfoxide / 8 h / 20 °C / Inert atmosphere

2: sodium hydride / mineral oil; tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

4: tributylphosphine / tetrahydrofuran / 20 °C / Inert atmosphere

With dmap; tributylphosphine; di-isopropyl azodicarboxylate; sodium hydride; triphenylphosphine; In tetrahydrofuran; dimethyl sulfoxide; mineral oil;

DOI:10.1016/j.tetlet.2014.03.084

Reference yield:

2-(N-tert-butoxycarbonyl)amino-6-chloro-9H-purine → 2-(N-benzyl-N-tert-butoxycarbonylamino)-6-chloro-9-phenethylpurine (1609090-72-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

2: tributylphosphine / tetrahydrofuran / 20 °C / Inert atmosphere

With tributylphosphine; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2014.03.084

upstream raw materials:

di-tert-butyl dicarbonate

tert-butyl (2-amino-6-chloro-9H-purin-9-yl)carboxylate

2-tert-butoxycarbonylamino-6-chloro-9-phenethylpurine

benzyl alcohol

Downstream raw materials:

2-benzylamino-6-dimethylamino-9-phenethylpurine