3-benzoyl-2-[3-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-cyclopentyloxy]-3H-pyrimidin-4-one

Base Information

Chemical Name:3-benzoyl-2-[3-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-cyclopentyloxy]-3H-pyrimidin-4-one
CAS No.:330805-79-3
Molecular Formula:C₂₃H₃₁FN₂O₄Si
Molecular Weight:446.594
Hs Code.:

3-benzoyl-2-[3-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-3-fluoro-cyclopentyloxy]-3<i>H</i>-pyrimidin-4-one

Synonyms:3-benzoyl-2-[3-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-cyclopentyloxy]-3H-pyrimidin-4-one

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Chemical Property of 3-benzoyl-2-[3-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-cyclopentyloxy]-3H-pyrimidin-4-one

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Technology Process of 3-benzoyl-2-[3-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-cyclopentyloxy]-3H-pyrimidin-4-one

There total 8 articles about 3-benzoyl-2-[3-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-cyclopentyloxy]-3H-pyrimidin-4-one 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: 54.0%

: 2775-87-3
3-N-benzoyluracil

: 330805-66-8
(+)-(1R,3S)-3-tert-butyldimethylsilyloxymethyl-3-fluorocyclopentan-1-ol

: 330805-79-3
3-benzoyl-2-[3-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-cyclopentyloxy]-3H-pyrimidin-4-one

: 330805-76-0
(+)-1-[(1S,4S)-4-tert-butyldimethylsilyloxymethyl-4-fluorocyclopentan-1-yl]-N₃-benzoyluracil

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1016/S0957-4166(00)00482-1

Reference yield:

: 279674-84-9
(-)-(3R)-3-tert-butyldimethylsilyloxymethyl-6-tert-butyldimethylsilyloxy-3-fluorohex-4-enoic acid ethylester

: 330805-79-3
3-benzoyl-2-[3-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-cyclopentyloxy]-3H-pyrimidin-4-one

Guidance literature:: Multi-step reaction with 6 steps

1: 270 mg / lithium aluminum hydride / diethyl ether / 1.5 h / -40 - -35 °C

2: pyridinium chlorochromate / CH₂Cl₂ / 2 h / 20 °C

3: 115 mg / tetrahydrofuran / 1.5 h / -78 °C

4: 90 percent / benzylidene-bis(tricyclohexylphosphine)-dichlororuthenium / CH₂Cl₂ / 0.5 h

5: 42 percent / H₂ / 10 percent Pd/C / cyclohexane / 2 h / 20 °C

6: 15 percent / Ph₃P; DEAD / dioxane; dimethylformamide / 3 h / 20 °C

With lithium aluminium tetrahydride; Grubbs catalyst first generation; hydrogen; triphenylphosphine; pyridinium chlorochromate; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; cyclohexane; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(00)00482-1

Reference yield:

: 279674-85-0
(+)-(3R)-3-tert-butyldimethylsilyloxymethyl-6-tert-butyldimethylsilyloxy-3-fluorohex-4-en-1-ol

: 330805-79-3
3-benzoyl-2-[3-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-cyclopentyloxy]-3H-pyrimidin-4-one

Guidance literature:: Multi-step reaction with 5 steps

1: pyridinium chlorochromate / CH₂Cl₂ / 2 h / 20 °C

2: 115 mg / tetrahydrofuran / 1.5 h / -78 °C

3: 90 percent / benzylidene-bis(tricyclohexylphosphine)-dichlororuthenium / CH₂Cl₂ / 0.5 h

4: 42 percent / H₂ / 10 percent Pd/C / cyclohexane / 2 h / 20 °C

5: 15 percent / Ph₃P; DEAD / dioxane; dimethylformamide / 3 h / 20 °C

With Grubbs catalyst first generation; hydrogen; triphenylphosphine; pyridinium chlorochromate; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; cyclohexane; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(00)00482-1