tert-butyl (4-cyclohexylbenzyl)[6-(isobutylamino)-9-(2-hydroxyethyl)-9H-purin-2-yl]carbamate

Base Information

Chemical Name:tert-butyl (4-cyclohexylbenzyl)[6-(isobutylamino)-9-(2-hydroxyethyl)-9H-purin-2-yl]carbamate
CAS No.:1449781-92-3
Molecular Formula:C₂₉H₄₂N₆O₃
Molecular Weight:522.691
Hs Code.:

Synonyms:tert-butyl (4-cyclohexylbenzyl)[6-(isobutylamino)-9-(2-hydroxyethyl)-9H-purin-2-yl]carbamate

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Chemical Property of tert-butyl (4-cyclohexylbenzyl)[6-(isobutylamino)-9-(2-hydroxyethyl)-9H-purin-2-yl]carbamate

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Technology Process of tert-butyl (4-cyclohexylbenzyl)[6-(isobutylamino)-9-(2-hydroxyethyl)-9H-purin-2-yl]carbamate

There total 6 articles about tert-butyl (4-cyclohexylbenzyl)[6-(isobutylamino)-9-(2-hydroxyethyl)-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: 93.0%

: 1449781-86-5
tert-butyl {9-[2-((tert-butyldimethylsilyl)oxy)ethyl]-6-(isobutylamino)-9H-purin-2-yl}(4-cyclohexylbenzyl)carbamate

: 1449781-92-3
tert-butyl (4-cyclohexylbenzyl)[6-(isobutylamino)-9-(2-hydroxyethyl)-9H-purin-2-yl]carbamate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1016/j.bmc.2013.04.080

Reference yield:

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

: 1449781-92-3
tert-butyl (4-cyclohexylbenzyl)[6-(isobutylamino)-9-(2-hydroxyethyl)-9H-purin-2-yl]carbamate

Guidance literature:: Multi-step reaction with 6 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: triphenylphosphine / tetrahydrofuran / 0.03 h / 20 °C / Inert atmosphere

3.2: 0.25 h / 20 °C / Inert atmosphere

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 / 0.5 h / 135 °C / Sealed tube; Microwave irradiation

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C

With dmap; tetrabutyl ammonium fluoride; sodium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dimethyl sulfoxide; mineral oil; 3.1: |Mitsunobu Displacement / 3.2: |Mitsunobu Displacement / 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

: 1449781-92-3
tert-butyl (4-cyclohexylbenzyl)[6-(isobutylamino)-9-(2-hydroxyethyl)-9H-purin-2-yl]carbamate

Guidance literature:: Multi-step reaction with 5 steps

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

2.1: triphenylphosphine / tetrahydrofuran / 0.03 h / 20 °C / Inert atmosphere

2.2: 0.25 h / 20 °C / Inert atmosphere

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 / 0.5 h / 135 °C / Sealed tube; Microwave irradiation

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C

With tetrabutyl ammonium fluoride; sodium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dimethyl sulfoxide; mineral oil; 2.1: |Mitsunobu Displacement / 2.2: |Mitsunobu Displacement / 3.1: |Mitsunobu Displacement / 3.2: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2013.04.080