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

Base Information

Chemical Name:tert-butyl (4-cyclohexylbenzyl){6-(4-nitrophenoxy)-9-[2-(1-trityl-1H-tetrazol-5-yl)ethyl]-9H-purin-2-yl}carbamate
CAS No.:1449782-24-4
Molecular Formula:C₅₁H₅₀N₁₀O₅
Molecular Weight:883.022
Hs Code.:

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

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

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

There total 8 articles about tert-butyl (4-cyclohexylbenzyl){6-(4-nitrophenoxy)-9-[2-(1-trityl-1H-tetrazol-5-yl)ethyl]-9H-purin-2-yl}carbamate 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: 32.0%

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

: 1449782-17-5
tert-butyl {6-chloro-9-[2-(1-trityl-1H-tetrazol-5-yl)ethyl]-9H-purin-2-yl}(4-cyclohexylbenzyl)carbamate

: 1449782-24-4
tert-butyl (4-cyclohexylbenzyl){6-(4-nitrophenoxy)-9-[2-(1-trityl-1H-tetrazol-5-yl)ethyl]-9H-purin-2-yl}carbamate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 55 ℃; for 16h;
DOI:10.1016/j.bmc.2013.04.080

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1449782-24-4
tert-butyl (4-cyclohexylbenzyl){6-(4-nitrophenoxy)-9-[2-(1-trityl-1H-tetrazol-5-yl)ethyl]-9H-purin-2-yl}carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap / dimethyl sulfoxide / 0 - 20 °C / Inert atmosphere

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

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

3.2: 16 h / 50 °C

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

4.2: 20 - 40 °C / Inert atmosphere

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

With dmap; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil; 4.1: |Mitsunobu Displacement / 4.2: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2013.04.080

Reference yield:

: 442685-41-8
tert-butyl (2-amino-6-chloro-9H-purin-9-yl)carboxylate

: 1449782-24-4
tert-butyl (4-cyclohexylbenzyl){6-(4-nitrophenoxy)-9-[2-(1-trityl-1H-tetrazol-5-yl)ethyl]-9H-purin-2-yl}carbamate

Guidance literature:: Multi-step reaction with 4 steps

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

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

2.2: 16 h / 50 °C

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

3.2: 20 - 40 °C / Inert atmosphere

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

With sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil; 3.1: |Mitsunobu Displacement / 3.2: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2013.04.080