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

Base Information

Chemical Name:4-amino-1-((3aS,4R,6R,6aR)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-fluoropyrimidin-2(1H)-one
CAS No.:1416907-27-1
Molecular Formula:C₂₉H₃₆FN₃O₄Si
Molecular Weight:537.706
Hs Code.:

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

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

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

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

There total 9 articles about 4-amino-1-((3aS,4R,6R,6aR)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-fluoropyrimidin-2(1H)-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: 89.0%

: 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

: 1416907-27-1
4-amino-1-((3aS,4R,6R,6aR)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-fluoropyrimidin-2(1H)-one

Guidance literature:: 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; With dmap; 2,4,6-triisopropylphenylsulfonyl chloride; triethylamine; In acetonitrile; at 20 ℃; for 48h; Inert atmosphere;

With ammonium hydroxide; In water; at 20 ℃; for 4h;
DOI:10.1021/jo302038d

Reference yield:

: C₁₁H₁₈O₄

: 1416907-27-1
4-amino-1-((3aS,4R,6R,6aR)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-fluoropyrimidin-2(1H)-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: triethylamine; dmap / dichloromethane / 12 h / 20 °C / Inert atmosphere

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

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

3.2: 12 h / 20 °C

3.3: 6 h / 50 °C

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

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

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

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

8.1: 1H-imidazole / methanol / 12 h / 20 °C / Inert atmosphere

9.1: triethylamine; dmap; 2,4,6-triisopropylphenylsulfonyl chloride / acetonitrile / 48 h / 20 °C / Inert atmosphere

9.2: 4 h / 20 °C

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; 2,4,6-triisopropylphenylsulfonyl chloride; 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:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1416907-27-1
4-amino-1-((3aS,4R,6R,6aR)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-fluoropyrimidin-2(1H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / methanol / 12 h / 20 °C / Inert atmosphere

2.1: triethylamine; dmap; 2,4,6-triisopropylphenylsulfonyl chloride / acetonitrile / 48 h / 20 °C / Inert atmosphere

2.2: 4 h / 20 °C

With 1H-imidazole; dmap; 2,4,6-triisopropylphenylsulfonyl chloride; triethylamine; In methanol; acetonitrile;
DOI:10.1021/jo302038d