1-((3aS,4R,6R,6aR)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-fluoropyrimidine-2,4(1H,3H)-dione

Base Information

Chemical Name:1-((3aS,4R,6R,6aR)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-fluoropyrimidine-2,4(1H,3H)-dione
CAS No.:1416907-26-0
Molecular Formula:C₂₉H₃₅FN₂O₅Si
Molecular Weight:538.691
Hs Code.:

1-((3aS,4R,6R,6aR)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-fluoropyrimidine-2,4(1H,3H)-dione

Synonyms:1-((3aS,4R,6R,6aR)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-fluoropyrimidine-2,4(1H,3H)-dione

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Chemical Property of 1-((3aS,4R,6R,6aR)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-fluoropyrimidine-2,4(1H,3H)-dione

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Technology Process of 1-((3aS,4R,6R,6aR)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-fluoropyrimidine-2,4(1H,3H)-dione

There total 8 articles about 1-((3aS,4R,6R,6aR)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-fluoropyrimidine-2,4(1H,3H)-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: 98.0%

: 1416907-25-9
5-fluoro-1-((3aS,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)pyrimidine-2,4(1H,3H)-dione

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1416907-26-0
1-((3aS,4R,6R,6aR)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-fluoropyrimidine-2,4(1H,3H)-dione

Guidance literature:: With 1H-imidazole; In methanol; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/jo302038d

Reference yield:

: (R)-1-((4R,5S)-5-(3-(tert-butyldiphenylsilyloxy)prop-1-en-2-yl)-2,2-dimethyl-1,3-dioxolan-4-yl)prop-2-en-1-ol

: 1416907-26-0
1-((3aS,4R,6R,6aR)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-fluoropyrimidine-2,4(1H,3H)-dione

Guidance literature:: Multi-step reaction with 7 steps

1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 24 h / 20 °C / Inert atmosphere

2.1: triphenylphosphine; di-isopropyl azodicarboxylate / acetonitrile / 24 h / -78 - 20 °C / Inert atmosphere

2.2: 12 h / 20 °C

2.3: 6 h / 50 °C

3.1: triethylamine / dichloromethane / 4 h / 20 °C / Inert atmosphere

4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 1 h / 80 °C / Inert atmosphere

5.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 12 h / 760.05 Torr

6.1: ammonia / methanol / 12 h / 80 °C / Sealed tube

7.1: 1H-imidazole / methanol / 12 h / 20 °C / Inert atmosphere

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; ammonia; hydrogen; triethylamine; triphenylphosphine; In methanol; dichloromethane; ethyl acetate; toluene; acetonitrile;
DOI:10.1021/jo302038d

Reference yield:

: 1416907-23-7
C₂₁H₂₃FN₂O₇

: 1416907-26-0
1-((3aS,4R,6R,6aR)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-fluoropyrimidine-2,4(1H,3H)-dione

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 12 h / 760.05 Torr

2: ammonia / methanol / 12 h / 80 °C / Sealed tube

3: 1H-imidazole / methanol / 12 h / 20 °C / Inert atmosphere

With 1H-imidazole; palladium 10% on activated carbon; ammonia; hydrogen; In methanol; ethyl acetate;
DOI:10.1021/jo302038d