1-[(R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-iodo-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-[(R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-iodo-1H-pyrimidine-2,4-dione
CAS No.:212954-58-0
Molecular Formula:C₂₅H₂₆FIN₂O₄Si
Molecular Weight:592.481
Hs Code.:

Synonyms:1-[(R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-iodo-1H-pyrimidine-2,4-dione

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Chemical Property of 1-[(R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-iodo-1H-pyrimidine-2,4-dione

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Technology Process of 1-[(R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-iodo-1H-pyrimidine-2,4-dione

There total 7 articles about 1-[(R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-iodo-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: 66.0%

: 38953-72-9
5-iodo-2,4-bis-O-trimethylsilyluracil

: 212954-54-6
Acetic acid (R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl ester

: 212954-58-0
1-[(R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-iodo-1H-pyrimidine-2,4-dione

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; Ambient temperature;
DOI:10.1016/S0960-894X(98)00277-7

Reference yield:

: 128075-94-5
(R)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}dihydrofuran-2(3H)-one

: 212954-58-0
1-[(R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-iodo-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LiHMDS / 1.) THF, -78 deg C, 2.) THF

2: 1.) LiHMDS, 2.) FN(SO₂)Ph)2 / 1.) THF, -78 deg C, 2.) THF

3: 90 percent / 39percent H₂O₂, pyridine / Ambient temperature

4: 93 percent / DIBAL-H / toluene / -78 °C

5: 96 percent / TEA

6: 66 percent / TMSOTf / CH₂Cl₂ / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; TEA; dihydrogen peroxide; diisobutylaluminium hydride; lithium hexamethyldisilazane; In dichloromethane; toluene;
DOI:10.1016/S0960-894X(98)00277-7

Reference yield:

: 189818-62-0
5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-Se-phenyl-2-seleno-L-erythro-pentonic acid-γ-lactone

: 212954-58-0
1-[(R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-2,5-dihydro-furan-2-yl]-5-iodo-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) LiHMDS, 2.) FN(SO₂)Ph)2 / 1.) THF, -78 deg C, 2.) THF

2: 90 percent / 39percent H₂O₂, pyridine / Ambient temperature

3: 93 percent / DIBAL-H / toluene / -78 °C

4: 96 percent / TEA

5: 66 percent / TMSOTf / CH₂Cl₂ / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; TEA; dihydrogen peroxide; diisobutylaluminium hydride; lithium hexamethyldisilazane; In dichloromethane; toluene;
DOI:10.1016/S0960-894X(98)00277-7