2-{2-[(tert-butoxycarbonyl)(4-cyclohexylbenzyl)amino]-6-(isopentylamino)-9H-purin-9-yl}ethyl sulfamate

Base Information

Chemical Name:2-{2-[(tert-butoxycarbonyl)(4-cyclohexylbenzyl)amino]-6-(isopentylamino)-9H-purin-9-yl}ethyl sulfamate
CAS No.:1449781-99-0
Molecular Formula:C₃₀H₄₅N₇O₅S
Molecular Weight:615.797
Hs Code.:

Synonyms:2-{2-[(tert-butoxycarbonyl)(4-cyclohexylbenzyl)amino]-6-(isopentylamino)-9H-purin-9-yl}ethyl sulfamate

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Chemical Property of 2-{2-[(tert-butoxycarbonyl)(4-cyclohexylbenzyl)amino]-6-(isopentylamino)-9H-purin-9-yl}ethyl sulfamate

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Technology Process of 2-{2-[(tert-butoxycarbonyl)(4-cyclohexylbenzyl)amino]-6-(isopentylamino)-9H-purin-9-yl}ethyl sulfamate

There total 7 articles about 2-{2-[(tert-butoxycarbonyl)(4-cyclohexylbenzyl)amino]-6-(isopentylamino)-9H-purin-9-yl}ethyl sulfamate 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: 65.0%

: 1449781-93-4
tert-butyl (4-cyclohexylbenzyl)[6-(isopentylamino)-9-(2-hydroxyethyl)-9H-purin-2-yl]carbamate

: 1449781-99-0
2-{2-[(tert-butoxycarbonyl)(4-cyclohexylbenzyl)amino]-6-(isopentylamino)-9H-purin-9-yl}ethyl sulfamate

Guidance literature:: tert-butyl (4-cyclohexylbenzyl)[6-(isopentylamino)-9-(2-hydroxyethyl)-9H-purin-2-yl]carbamate; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; Inert atmosphere;

With sulphamoyl chloride; In tetrahydrofuran; mineral oil; Inert atmosphere; Alkaline conditions;

With potassium dihydrogenphosphate; In water;
DOI:10.1016/j.bmc.2013.04.080

Reference yield:

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

: 1449781-99-0
2-{2-[(tert-butoxycarbonyl)(4-cyclohexylbenzyl)amino]-6-(isopentylamino)-9H-purin-9-yl}ethyl sulfamate

Guidance literature:: Multi-step reaction with 7 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

7.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C / Inert atmosphere

7.2: Inert atmosphere; Alkaline conditions

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:

: 2-(N-tert-butoxycarbonyl)amino-6-chloro-9H-purine

: 1449781-99-0
2-{2-[(tert-butoxycarbonyl)(4-cyclohexylbenzyl)amino]-6-(isopentylamino)-9H-purin-9-yl}ethyl sulfamate

Guidance literature:: Multi-step reaction with 5 steps

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

1.2: 0.25 h / 20 °C / Inert atmosphere

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

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

5.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C / Inert atmosphere

5.2: Inert atmosphere; Alkaline conditions

With tetrabutyl ammonium fluoride; sodium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dimethyl sulfoxide; mineral oil; 1.1: |Mitsunobu Displacement / 1.2: |Mitsunobu Displacement / 2.1: |Mitsunobu Displacement / 2.2: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2013.04.080