N₂-(4-cyclohexylbenzyl)-N₆-isobutyl-9-[2-(1H-tetrazol-5-yl)ethyl]-9H-purine-2,6-diamine

Base Information

• Chemical Name: N₂-(4-cyclohexylbenzyl)-N₆-isobutyl-9-[2-(1H-tetrazol-5-yl)ethyl]-9H-purine-2,6-diamine
• CAS No.: 1449782-27-7
• Molecular Formula: C₂₅H₃₄N₁₀
• Molecular Weight: 474.612

Synonyms:N₂-(4-cyclohexylbenzyl)-N₆-isobutyl-9-[2-(1H-tetrazol-5-yl)ethyl]-9H-purine-2,6-diamine

Chemical Property of N₂-(4-cyclohexylbenzyl)-N₆-isobutyl-9-[2-(1H-tetrazol-5-yl)ethyl]-9H-purine-2,6-diamine

Chemical Property:

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Technology Process of N₂-(4-cyclohexylbenzyl)-N₆-isobutyl-9-[2-(1H-tetrazol-5-yl)ethyl]-9H-purine-2,6-diamine

There total 4 articles about N₂-(4-cyclohexylbenzyl)-N₆-isobutyl-9-[2-(1H-tetrazol-5-yl)ethyl]-9H-purine-2,6-diamine 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: 69.0%

tert-butyl (4-cyclohexylbenzyl){6-(isobutylamino)-9-[2-(1-trityl-1H-tetrazol-5-yl)ethyl]-9H-purin-2-yl}carbamate (1449782-19-7) → N2-(4-cyclohexylbenzyl)-N6-isobutyl-9-[2-(1H-tetrazol-5-yl)ethyl]-9H-purine-2,6-diamine (1449782-27-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.bmc.2013.04.080

Reference yield:

2-(N-tert-butoxycarbonyl)amino-6-chloro-9H-purine → N2-(4-cyclohexylbenzyl)-N6-isobutyl-9-[2-(1H-tetrazol-5-yl)ethyl]-9H-purine-2,6-diamine (1449782-27-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 50 °C

1.2: 16 h / 50 °C

2.1: triphenylphosphine / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

2.2: 20 - 40 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 16 h / 55 °C

4.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 2.1: |Mitsunobu Displacement / 2.2: |Mitsunobu Displacement;

DOI:10.1016/j.bmc.2013.04.080

Reference yield:

tert-butyl {6-chloro-9-[2-(1-trityl-1H-tetrazol-5-yl)ethyl]-9H-purin-2-yl}carbamate (1449782-16-4) → N2-(4-cyclohexylbenzyl)-N6-isobutyl-9-[2-(1H-tetrazol-5-yl)ethyl]-9H-purine-2,6-diamine (1449782-27-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triphenylphosphine / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

1.2: 20 - 40 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 16 h / 55 °C

3.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1.1: |Mitsunobu Displacement / 1.2: |Mitsunobu Displacement;

DOI:10.1016/j.bmc.2013.04.080

upstream raw materials:

tert-butyl {6-chloro-9-[2-(1-trityl-1H-tetrazol-5-yl)ethyl]-9H-purin-2-yl}carbamate

tert-butyl {6-chloro-9-[2-(1-trityl-1H-tetrazol-5-yl)ethyl]-9H-purin-2-yl}(4-cyclohexylbenzyl)carbamate

tert-butyl (4-cyclohexylbenzyl){6-(isobutylamino)-9-[2-(1-trityl-1H-tetrazol-5-yl)ethyl]-9H-purin-2-yl}carbamate

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