[4-Amino-6-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethylamino)-5-nitro-pyrimidin-2-yl]-carbamic acid methyl ester

Base Information

Chemical Name:[4-Amino-6-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethylamino)-5-nitro-pyrimidin-2-yl]-carbamic acid methyl ester
CAS No.:144694-27-9
Molecular Formula:C₁₅H₁₈N₆O₅
Molecular Weight:362.345
Hs Code.:

Synonyms:[4-Amino-6-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethylamino)-5-nitro-pyrimidin-2-yl]-carbamic acid methyl ester

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Chemical Property of [4-Amino-6-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethylamino)-5-nitro-pyrimidin-2-yl]-carbamic acid methyl ester

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Technology Process of [4-Amino-6-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethylamino)-5-nitro-pyrimidin-2-yl]-carbamic acid methyl ester

There total 4 articles about [4-Amino-6-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethylamino)-5-nitro-pyrimidin-2-yl]-carbamic acid methyl ester 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: 81.0%

: 492-41-1,58550-13-3,757124-50-8
(1R,2S)-norephedrine

: 144694-24-6
methyl <4-amino-6-chloro-5-nitropyrimidin-2-yl>carbamate

: 144694-27-9
[4-Amino-6-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethylamino)-5-nitro-pyrimidin-2-yl]-carbamic acid methyl ester

Guidance literature:: With triethylamine; In tetrahydrofuran; for 21h; Ambient temperature;
DOI:10.1021/jm00104a005

Reference yield:

: 144694-22-4
methyl <4-azido-6-chloropyrimidin-2-yl>carbamate

: 144694-27-9
[4-Amino-6-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethylamino)-5-nitro-pyrimidin-2-yl]-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / H₂ / Raney Ni / ethanol / 3 h / 760 Torr / Ambient temperature

2: 51 percent / fuming HNO₃, conc. H₂SO₄ / 1 h / 30 - 35 °C

3: 81 percent / Et₃N / tetrahydrofuran / 21 h / Ambient temperature

With sulfuric acid; hydrogen; nitric acid; triethylamine; nickel; In tetrahydrofuran; ethanol;
DOI:10.1021/jm00104a005

Reference yield:

: 65004-51-5
(4,6-dichloro-pyrimidin-2-yl)-carbamic acid methyl ester

: 144694-27-9
[4-Amino-6-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethylamino)-5-nitro-pyrimidin-2-yl]-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 53 percent / aq. NaN₃ / propan-2-ol / 1.5 h / Heating

2: 97 percent / H₂ / Raney Ni / ethanol / 3 h / 760 Torr / Ambient temperature

3: 51 percent / fuming HNO₃, conc. H₂SO₄ / 1 h / 30 - 35 °C

4: 81 percent / Et₃N / tetrahydrofuran / 21 h / Ambient temperature

With sodium azide; sulfuric acid; hydrogen; nitric acid; triethylamine; nickel; In tetrahydrofuran; ethanol; isopropyl alcohol;
DOI:10.1021/jm00104a005