(Z)-methyl 2-(2-((4-acetoxybut-2-en-1-yl)oxy)ethyl)-6-oxo-5-((phenylsulfonyl)oxy)-1,6-dihydropyrimidine-4-carboxylate

Base Information

Chemical Name:(Z)-methyl 2-(2-((4-acetoxybut-2-en-1-yl)oxy)ethyl)-6-oxo-5-((phenylsulfonyl)oxy)-1,6-dihydropyrimidine-4-carboxylate
CAS No.:1220511-30-7
Molecular Formula:C₂₀H₂₂N₂O₉S
Molecular Weight:466.469
Hs Code.:

Synonyms:(Z)-methyl 2-(2-((4-acetoxybut-2-en-1-yl)oxy)ethyl)-6-oxo-5-((phenylsulfonyl)oxy)-1,6-dihydropyrimidine-4-carboxylate

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Chemical Property of (Z)-methyl 2-(2-((4-acetoxybut-2-en-1-yl)oxy)ethyl)-6-oxo-5-((phenylsulfonyl)oxy)-1,6-dihydropyrimidine-4-carboxylate

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Technology Process of (Z)-methyl 2-(2-((4-acetoxybut-2-en-1-yl)oxy)ethyl)-6-oxo-5-((phenylsulfonyl)oxy)-1,6-dihydropyrimidine-4-carboxylate

There total 6 articles about (Z)-methyl 2-(2-((4-acetoxybut-2-en-1-yl)oxy)ethyl)-6-oxo-5-((phenylsulfonyl)oxy)-1,6-dihydropyrimidine-4-carboxylate 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: 86.0%

: 1220511-29-4
(Z)-methyl 2-(2-((4-((tert-butyldimethylsilyl)oxy)but-2-en-1-yl)oxy)ethyl)-6-oxo-5-((phenylsulfonyl)oxy)-1,6-dihydropyrimidine-4-carboxylate

: 108-24-7
acetic anhydride

: 1220511-30-7
(Z)-methyl 2-(2-((4-acetoxybut-2-en-1-yl)oxy)ethyl)-6-oxo-5-((phenylsulfonyl)oxy)-1,6-dihydropyrimidine-4-carboxylate

Guidance literature:: (Z)-methyl 2-(2-((4-((tert-butyldimethylsilyl)oxy)but-2-en-1-yl)oxy)ethyl)-6-oxo-5-((phenylsulfonyl)oxy)-1,6-dihydropyrimidine-4-carboxylate; With hydrogenchloride; water; In acetonitrile; at 15 - 18 ℃; for 1h; Industry scale;

acetic anhydride; With pyridine; In acetonitrile; at 75 ℃; for 3h; Industry scale;

Reference yield:

: (E)-3-(((Z)-4-((tert-butyldimethylsilyl)oxy)but-2-en-1-yl)oxy)-N'-hydroxypropanimidamide

: 1220511-30-7
(Z)-methyl 2-(2-((4-acetoxybut-2-en-1-yl)oxy)ethyl)-6-oxo-5-((phenylsulfonyl)oxy)-1,6-dihydropyrimidine-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: methanol / 0.75 h / -20 - 5 °C / Inert atmosphere; Large scale

2: o-xylene / 5 h / 143 - 145 °C / Inert atmosphere; Large scale

3: pyridine / 2.5 h / 25 - 30 °C / Inert atmosphere; Large scale

4: hydrogenchloride / water; acetonitrile / 1 h / 15 - 18 °C / Inert atmosphere; Large scale

5: pyridine / isopropyl alcohol / 3 h / 75 °C / Inert atmosphere; Large scale

With pyridine; hydrogenchloride; In methanol; o-xylene; water; isopropyl alcohol; acetonitrile;
DOI:10.1055/s-0040-1707994

Reference yield:

: 1220511-27-2
(Z)-3-((4-((tert-butyldimethylsilyl)oxy)but-2-en-1-yl)oxy)propanenitrile

: 1220511-30-7
(Z)-methyl 2-(2-((4-acetoxybut-2-en-1-yl)oxy)ethyl)-6-oxo-5-((phenylsulfonyl)oxy)-1,6-dihydropyrimidine-4-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: hydroxylamine / water; methanol / 6 h / 60 °C / Inert atmosphere; Large scale

2: methanol / 0.75 h / -20 - 5 °C / Inert atmosphere; Large scale

3: o-xylene / 5 h / 143 - 145 °C / Inert atmosphere; Large scale

4: pyridine / 2.5 h / 25 - 30 °C / Inert atmosphere; Large scale

5: hydrogenchloride / water; acetonitrile / 1 h / 15 - 18 °C / Inert atmosphere; Large scale

6: pyridine / isopropyl alcohol / 3 h / 75 °C / Inert atmosphere; Large scale

With pyridine; hydrogenchloride; hydroxylamine; In methanol; o-xylene; water; isopropyl alcohol; acetonitrile;
DOI:10.1055/s-0040-1707994