(2R,3R,3aS,9aR)-7-Methyl-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one

Base Information

Chemical Name:(2R,3R,3aS,9aR)-7-Methyl-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one
CAS No.:351523-06-3
Molecular Formula:C₂₀H₂₈N₂O₇
Molecular Weight:408.452
Hs Code.:

(2R,3R,3aS,9aR)-7-Methyl-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one

Synonyms:(2R,3R,3aS,9aR)-7-Methyl-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one

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Chemical Property of (2R,3R,3aS,9aR)-7-Methyl-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one

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Technology Process of (2R,3R,3aS,9aR)-7-Methyl-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one

There total 1 articles about (2R,3R,3aS,9aR)-7-Methyl-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one 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: 48.0%

: 110-87-2
3,4-dihydro-2H-pyran

: 22423-26-3
O-2,2'-cyclo-5-methyluridine

: 351523-06-3
(2R,3R,3aS,9aR)-7-Methyl-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one

Guidance literature:: toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; Molecular sieve;

Reference yield:

: 351523-06-3
(2R,3R,3aS,9aR)-7-Methyl-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one

: 1054490-24-2
2-(3-((2R,3S,4R,5R)-3-(tert-butoxycarbonyloxy)-4-(tetrahydro-2H-pyran-2-yloxy)-5-((tetrahydro-2H-pyran-2-yloxy)methyl)tetrahydrofuran-2-yl)-5-methyl-2,6-dioxo-2,3-dihydropyrimidin-1(6H)-yl)ethyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydroxide / methanol / 6 h / 20 °C

2: triethylamine / dmap / dichloromethane / 20 °C

3: potassium carbonate / N,N-dimethyl-formamide / 3 h / 50 °C

4: triethylamine / dichloromethane / 2 h

With sodium hydroxide; potassium carbonate; triethylamine; dmap; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 351523-06-3
(2R,3R,3aS,9aR)-7-Methyl-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one

: 1054489-94-9
tert-butyl 5-methyl-2,6-dioxo-3-((2R,3S,4R,5R)-4-(tetrahydro-2H-pyran-2-yloxy)-5-((tetrahydro-2H-pyran-2-yloxy)methyl)-3-(2-(tosyloxy)ethoxy)tetrahydrofuran-2-yl)-2,3-dihydropyrimidine-1(6H)-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydroxide / methanol / 6 h / 20 °C

2: caesium carbonate / N,N-dimethyl-formamide / 7 h / 60 °C

3: triethylamine / dmap / tetrahydrofuran / 2 h / Heating / reflux

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h

5: triethylamine / dichloromethane / 2 h / 0 °C

With sodium hydroxide; tetrabutyl ammonium fluoride; caesium carbonate; triethylamine; dmap; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;