[(2S,3S,5R)-2-Formyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid benzyl ester

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Chemical Name:[(2S,3S,5R)-2-Formyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid benzyl ester
CAS No.:246538-34-1
Molecular Formula:C₁₈H₁₉N₃O₆
Molecular Weight:373.365
Hs Code.:

Synonyms:[(2S,3S,5R)-2-Formyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid benzyl ester

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Chemical Property of [(2S,3S,5R)-2-Formyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid benzyl ester

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Technology Process of [(2S,3S,5R)-2-Formyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid benzyl ester

There total 3 articles about [(2S,3S,5R)-2-Formyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid benzyl 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: 88.0%

: 246538-17-0
3'-C-carbobenzyloxyamino-3'-deoxythymidine

: 246538-34-1
[(2S,3S,5R)-2-Formyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid benzyl ester

Guidance literature:: With dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In pyridine; diethyl ether; at 20 ℃; for 5h;
DOI:10.1080/15257770008033851

Reference yield:

: 52450-18-7
3'-amino-3'-deoxythymidine

: 246538-34-1
[(2S,3S,5R)-2-Formyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 27.3 g / Na₂CO₃ / H₂O / 0 - 20 °C

2: 88 percent / DCC; DMSO; TFA / diethyl ether; pyridine / 5 h / 20 °C

With sodium carbonate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In pyridine; diethyl ether; water; 1: Acylation / 2: Oxidation;
DOI:10.1080/15257770008033851

Reference yield:

: 30516-87-1,399024-19-2
3'-azido-2',3'-deoxythymidine

: 246538-34-1
[(2S,3S,5R)-2-Formyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / Pd/C / methanol / 4 h / 20 °C / 2844.31 Torr

2: 27.3 g / Na₂CO₃ / H₂O / 0 - 20 °C

3: 88 percent / DCC; DMSO; TFA / diethyl ether; pyridine / 5 h / 20 °C

With hydrogen; sodium carbonate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In pyridine; methanol; diethyl ether; water; 1: Reduction / 2: Acylation / 3: Oxidation;
DOI:10.1080/15257770008033851