1-((3aR,4R,6R,6aR)-6-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-6-phenylpyrimidine-2,4(1H,3H)-dione

Base Information

Chemical Name:1-((3aR,4R,6R,6aR)-6-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-6-phenylpyrimidine-2,4(1H,3H)-dione
CAS No.:142682-84-6
Molecular Formula:C₂₄H₃₄N₂O₆Si
Molecular Weight:474.629
Hs Code.:

Synonyms:1-((3aR,4R,6R,6aR)-6-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-6-phenylpyrimidine-2,4(1H,3H)-dione

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Chemical Property of 1-((3aR,4R,6R,6aR)-6-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-6-phenylpyrimidine-2,4(1H,3H)-dione

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Technology Process of 1-((3aR,4R,6R,6aR)-6-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-6-phenylpyrimidine-2,4(1H,3H)-dione

There total 3 articles about 1-((3aR,4R,6R,6aR)-6-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-6-phenylpyrimidine-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: 83.0%

: 142682-82-4
5'-O-(terrt-butyldimethylsilyl)-2',3'-O-isopropylidene-6-iodouridine

: 98-80-6
phenylboronic acid

: 142682-84-6
1-((3aR,4R,6R,6aR)-6-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-6-phenylpyrimidine-2,4(1H,3H)-dione

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In water; toluene; at 100 ℃; for 2h; Inert atmosphere;
DOI:10.1039/c0ob00061b

Reference yield: 17.0%

: 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

: 142682-82-4
5'-O-(terrt-butyldimethylsilyl)-2',3'-O-isopropylidene-6-iodouridine

: 142682-84-6
1-((3aR,4R,6R,6aR)-6-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-6-phenylpyrimidine-2,4(1H,3H)-dione

Guidance literature:: With palladium diacetate; sodium carbonate; triphenylphosphine; In 1,2-dimethoxyethane; water; for 16h; Inert atmosphere; Reflux;
DOI:10.1016/j.tet.2011.03.051

Reference yield:

: 102147-76-2
5'-O-(t-butyldimethylsilyl)-2',3'-O-isopropylideneuridine

: 142682-84-6
1-((3aR,4R,6R,6aR)-6-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-6-phenylpyrimidine-2,4(1H,3H)-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C

1.2: -78 °C

2.1: palladium diacetate; sodium carbonate; triphenylphosphine / water; toluene / 16 h / Inert atmosphere; Reflux

With palladium diacetate; sodium carbonate; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; water; toluene; 2.1: Suzuki-Miyaura coupling;
DOI:10.1016/j.tet.2011.03.051