1-((2R,4R,5R)-4-Azidomethyl-4-hydroxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-((2R,4R,5R)-4-Azidomethyl-4-hydroxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione
CAS No.:853067-12-6
Molecular Formula:C₃₀H₂₉N₅O₅
Molecular Weight:539.591
Hs Code.:

Synonyms:1-((2R,4R,5R)-4-Azidomethyl-4-hydroxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

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Chemical Property of 1-((2R,4R,5R)-4-Azidomethyl-4-hydroxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

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Technology Process of 1-((2R,4R,5R)-4-Azidomethyl-4-hydroxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

There total 3 articles about 1-((2R,4R,5R)-4-Azidomethyl-4-hydroxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione 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:

: 131607-35-7
3'-deoxy-3'-C-methylidene-5'-O-(triphenylmethyl)thymidine

: 853067-12-6
1-((2R,4R,5R)-4-Azidomethyl-4-hydroxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 69 percent / NMO; OsO₄; H₂O / pyridine / 2-methyl-propan-2-ol / 76 °C

2: 72 percent / n-Bu₂SnO; Et₃N / CH₂Cl₂ / 20 °C

3: K₂CO₃; MeOH / 20 °C

4: NaN₃ / dimethylformamide / 90 °C

With methanol; osmium(VIII) oxide; sodium azide; N-methyl-2-indolinone; water; di(n-butyl)tin oxide; potassium carbonate; triethylamine; pyridine; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1002/anie.200461942

Reference yield:

: 583843-99-6
3'-C-(hydroxymethyl)-5'-O-tritylthymidine

: 853067-12-6
1-((2R,4R,5R)-4-Azidomethyl-4-hydroxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 3 steps

1: nBu₂SnO; Et₃N / CH₂Cl₂ / 20 °C

2: K₂CO₃; MeOH / 20 °C

3: NaN₃ / dimethylformamide / 90 °C

With methanol; sodium azide; di(n-butyl)tin oxide; potassium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1081/NCN-200061836

Reference yield:

: 853067-10-4
Toluene-4-sulfonic acid (2R,3R,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-ylmethyl ester

: 853067-12-6
1-((2R,4R,5R)-4-Azidomethyl-4-hydroxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 2 steps

1: K₂CO₃; MeOH / 20 °C

2: NaN₃ / dimethylformamide / 90 °C

With methanol; sodium azide; potassium carbonate; In N,N-dimethyl-formamide;
DOI:10.1002/anie.200461942 DOI:10.1081/NCN-200061836