Methanesulfonic acid (2S,3R,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl ester

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Chemical Name:Methanesulfonic acid (2S,3R,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl ester
CAS No.:133734-18-6
Molecular Formula:C₁₉H₂₄N₂O₇S
Molecular Weight:424.475
Hs Code.:

Synonyms:Methanesulfonic acid (2S,3R,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl ester

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Chemical Property of Methanesulfonic acid (2S,3R,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl ester

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Technology Process of Methanesulfonic acid (2S,3R,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl ester

There total 7 articles about Methanesulfonic acid (2S,3R,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl 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:

: 65-71-4,28806-14-6,691841-57-3
thymin

: 133734-18-6
Methanesulfonic acid (2S,3R,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: trimethylsilyl chloride; pyridine / Heating

2: trimethylsilyl triflate / 1,2-dichloro-ethane / 5 h / 20 °C

3: 592 mg / NH₃ / methanol / 15 h / 20 °C

4: DMAP / acetonitrile / 1.5 h / 0 °C

5: 3.98 g / 2,2'-azobis(2-methyl-propionitrile); tri-n-butyltinhydride / toluene / 1 h / 95 - 100 °C

6: 72 percent / ceric ammonium nitrate; H₂O / acetonitrile / 0.08 h

7: pyridine / 1 h / 0 °C

With pyridine; dmap; chloro-trimethyl-silane; ammonium cerium(IV) nitrate; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; ammonia; water; tri-n-butyl-tin hydride; In methanol; 1,2-dichloro-ethane; toluene; acetonitrile; 2: Vorbrueggen-type coupling;
DOI:10.1021/jm021108n

Reference yield:

: 7288-28-0
2,4-bis(trimethylsiloxy)-5-methylpyrimidine

: 133734-18-6
Methanesulfonic acid (2S,3R,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: trimethylsilyl triflate / 1,2-dichloro-ethane / 5 h / 20 °C

2: 592 mg / NH₃ / methanol / 15 h / 20 °C

3: DMAP / acetonitrile / 1.5 h / 0 °C

4: 3.98 g / 2,2'-azobis(2-methyl-propionitrile); tri-n-butyltinhydride / toluene / 1 h / 95 - 100 °C

5: 72 percent / ceric ammonium nitrate; H₂O / acetonitrile / 0.08 h

6: pyridine / 1 h / 0 °C

With pyridine; dmap; ammonium cerium(IV) nitrate; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; ammonia; water; tri-n-butyl-tin hydride; In methanol; 1,2-dichloro-ethane; toluene; acetonitrile; 1: Vorbrueggen-type coupling;
DOI:10.1021/jm021108n

Reference yield:

: 445249-30-9
1-{3-[(p-anisyloxy)methyl]-5-O-benzyl-2,3-dideoxy-β-D-erythro-pentofuranosyl}thymine

: 133734-18-6
Methanesulfonic acid (2S,3R,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / ceric ammonium nitrate; H₂O / acetonitrile / 0.08 h

2: pyridine / 1 h / 0 °C

With pyridine; ammonium cerium(IV) nitrate; water; In acetonitrile;
DOI:10.1021/jm021108n