(+)-(2R,4S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-5-fluorouracil

Base Information

Chemical Name:(+)-(2R,4S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-5-fluorouracil
CAS No.:141119-24-6
Molecular Formula:C₂₄H₂₇FN₂O₅Si
Molecular Weight:470.573
Hs Code.:

Synonyms:(+)-(2R,4S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-5-fluorouracil

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Chemical Property of (+)-(2R,4S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-5-fluorouracil

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Technology Process of (+)-(2R,4S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-5-fluorouracil

There total 4 articles about (+)-(2R,4S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-5-fluorouracil 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: 41.7%

: 229635-18-1
(2R)-4-acetoxy-2-<<(tert-butyldiphenylsilyl)oxy>methyl>dioxolane

: 17242-85-2
5-fluoro-2,4-bis(trimethylsilyloxy)pyrimidine

: 141119-24-6
(+)-(2R,4S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-5-fluorouracil

: 141119-23-5
(+)-(2R,4R)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-5-fluorouracil

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 0.5h; Ambient temperature;
DOI:10.1021/jm00089a007

Reference yield:

: 136884-13-4
(-)-(2R,4R,1'S)-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-4-(1,2-dihydroxyethyl)dioxolane

: 141119-24-6
(+)-(2R,4S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-5-fluorouracil

Guidance literature:: Multi-step reaction with 4 steps

1: 77.4 percent / NaIO₄, RuO₂ / acetonitrile; CCl₄; H₂O / 5 h / Ambient temperature

2: K₂CO₃ / acetone / 3 h / Ambient temperature

3: 63.5 percent / pyridine / ethyl acetate / 15 h / Ambient temperature

4: 27.8 percent / TMSOTf / 1,2-dichloro-ethane / 0.5 h / Ambient temperature

With pyridine; ruthenium(IV) oxide; sodium periodate; trimethylsilyl trifluoromethanesulfonate; potassium carbonate; In tetrachloromethane; water; ethyl acetate; 1,2-dichloro-ethane; acetone; acetonitrile;
DOI:10.1021/jm00089a007

Reference yield:

: 136884-14-5
(+)-(2R,4R)-2-<<(tert-butyldiphenylsilyl)oxy>methyl>dioxolane-4-carboxylic acid

: 141119-24-6
(+)-(2R,4S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-5-fluorouracil

Guidance literature:: Multi-step reaction with 3 steps

1: K₂CO₃ / acetone / 3 h / Ambient temperature

2: 63.5 percent / pyridine / ethyl acetate / 15 h / Ambient temperature

3: 27.8 percent / TMSOTf / 1,2-dichloro-ethane / 0.5 h / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; potassium carbonate; In ethyl acetate; 1,2-dichloro-ethane; acetone;
DOI:10.1021/jm00089a007