(S)-1-((2R,3R,3aS,9aR)-3-(benzoyloxy)-9a-cyano-6-oxo-3,3a,6,9a-tetrahydro-2H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-2-yl)ethyl benzoate

Base Information

Chemical Name:(S)-1-((2R,3R,3aS,9aR)-3-(benzoyloxy)-9a-cyano-6-oxo-3,3a,6,9a-tetrahydro-2H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-2-yl)ethyl benzoate
CAS No.:1402821-84-4
Molecular Formula:C₂₅H₁₉N₃O₇
Molecular Weight:473.442
Hs Code.:

Synonyms:(S)-1-((2R,3R,3aS,9aR)-3-(benzoyloxy)-9a-cyano-6-oxo-3,3a,6,9a-tetrahydro-2H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-2-yl)ethyl benzoate

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Chemical Property of (S)-1-((2R,3R,3aS,9aR)-3-(benzoyloxy)-9a-cyano-6-oxo-3,3a,6,9a-tetrahydro-2H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-2-yl)ethyl benzoate

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Technology Process of (S)-1-((2R,3R,3aS,9aR)-3-(benzoyloxy)-9a-cyano-6-oxo-3,3a,6,9a-tetrahydro-2H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-2-yl)ethyl benzoate

There total 6 articles about (S)-1-((2R,3R,3aS,9aR)-3-(benzoyloxy)-9a-cyano-6-oxo-3,3a,6,9a-tetrahydro-2H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-2-yl)ethyl benzoate 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: 87.0%

: 1402821-83-3
(S)-1-((2R,3R,4R,5R)-3-(benzoyloxy)-5-cyano-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-((methylsulfonyl)oxy)tetrahydrofuran-2-yl)ethyl benzoate

: 1402821-84-4
(S)-1-((2R,3R,3aS,9aR)-3-(benzoyloxy)-9a-cyano-6-oxo-3,3a,6,9a-tetrahydro-2H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-2-yl)ethyl benzoate

Guidance literature:: With triethylamine; In acetonitrile; at 65 ℃; for 2h;
DOI:10.1080/15257770.2015.1075550

Reference yield:

: 1402821-77-5
(3R,4R,5R)-5-((R)-1-(benzoyloxy)ethyl)-2-bromo-2-cyanotetrahydrofuran-3,4-diyl dibenzoate

: 1402821-84-4
(S)-1-((2R,3R,3aS,9aR)-3-(benzoyloxy)-9a-cyano-6-oxo-3,3a,6,9a-tetrahydro-2H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-2-yl)ethyl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: silver trifluoromethanesulfonate / acetonitrile; 1,2-dichloro-ethane / 0.5 h / 135 °C / Inert atmosphere; microwave irradiation

2: pyridine; hydrazine hydrate; acetic acid / 40 h / 20 °C

3: pyridine / 8 h / 20 °C

4: triethylamine / acetonitrile / 2 h / 20 °C / Heating

With pyridine; silver trifluoromethanesulfonate; hydrazine hydrate; acetic acid; triethylamine; In 1,2-dichloro-ethane; acetonitrile;

Reference yield:

: 1402821-78-6
(2R,3R,4R,5R)-5-((R)-1-(benzoyloxy)ethyl)-2-cyano-2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl dibenzoate

: 1402821-84-4
(S)-1-((2R,3R,3aS,9aR)-3-(benzoyloxy)-9a-cyano-6-oxo-3,3a,6,9a-tetrahydro-2H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-2-yl)ethyl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine; hydrazine hydrate; acetic acid / 40 h / 20 °C

2: pyridine / 8 h / 20 °C

3: triethylamine / acetonitrile / 2 h / 20 °C / Heating

With pyridine; hydrazine hydrate; acetic acid; triethylamine; In acetonitrile;