tert-butyl [4-(benzyloxy)-6-(but-3-enylamino)-5-cyanopyrimidin-2-yl]-N-(methyl)carbamate

Base Information

Chemical Name:tert-butyl [4-(benzyloxy)-6-(but-3-enylamino)-5-cyanopyrimidin-2-yl]-N-(methyl)carbamate
CAS No.:1268383-24-9
Molecular Formula:C₂₂H₂₇N₅O₃
Molecular Weight:409.488
Hs Code.:

Synonyms:tert-butyl [4-(benzyloxy)-6-(but-3-enylamino)-5-cyanopyrimidin-2-yl]-N-(methyl)carbamate

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Chemical Property of tert-butyl [4-(benzyloxy)-6-(but-3-enylamino)-5-cyanopyrimidin-2-yl]-N-(methyl)carbamate

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Technology Process of tert-butyl [4-(benzyloxy)-6-(but-3-enylamino)-5-cyanopyrimidin-2-yl]-N-(methyl)carbamate

There total 7 articles about tert-butyl [4-(benzyloxy)-6-(but-3-enylamino)-5-cyanopyrimidin-2-yl]-N-(methyl)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: 70.0%

: 1268383-23-8
tert-butyl [4-(benzyloxy)-6-(but-3-enylamino)-5-((hydroxyimino)methyl)pyrimidin-2-yl]-N-(methyl)carbamate

: 1268383-24-9
tert-butyl [4-(benzyloxy)-6-(but-3-enylamino)-5-cyanopyrimidin-2-yl]-N-(methyl)carbamate

Guidance literature:: With triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; at 0 ℃; Inert atmosphere; Reflux;
DOI:10.1016/j.tetlet.2010.11.122

Reference yield:

: 1268383-19-2
4-(but-3-enylamino)-2,6-dichloropyrimidine-5-carbaldehyde

: 1268383-24-9
tert-butyl [4-(benzyloxy)-6-(but-3-enylamino)-5-cyanopyrimidin-2-yl]-N-(methyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 0 °C / Inert atmosphere

2.2: Inert atmosphere; Reflux

3.1: dmap; triethylamine / tetrahydrofuran / 20 °C / Inert atmosphere

4.1: hydroxylamine hydrochloride; potassium hydrogencarbonate / methanol / 0 °C / Inert atmosphere; Reflux

5.1: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux

With dmap; hydroxylamine hydrochloride; sodium hydride; potassium hydrogencarbonate; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; methanol;
DOI:10.1016/j.tetlet.2010.11.122

Reference yield:

: 1268383-21-6
4-(benzyloxy)-6-(but-3-enylamino)-2-(methylamino)pyrimidine-5-carbaldehyde

: 1268383-24-9
tert-butyl [4-(benzyloxy)-6-(but-3-enylamino)-5-cyanopyrimidin-2-yl]-N-(methyl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; triethylamine / tetrahydrofuran / 20 °C / Inert atmosphere

2: hydroxylamine hydrochloride; potassium hydrogencarbonate / methanol / 0 °C / Inert atmosphere; Reflux

3: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux

With dmap; hydroxylamine hydrochloride; potassium hydrogencarbonate; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; methanol;
DOI:10.1016/j.tetlet.2010.11.122