1-{(2R,3S,4S,5R)-3-(Dimethyl-phenylethynyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-phenylselanyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-{(2R,3S,4S,5R)-3-(Dimethyl-phenylethynyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-phenylselanyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione
CAS No.:159163-11-8
Molecular Formula:C₄₆H₄₄N₂O₆SeSi
Molecular Weight:827.911
Hs Code.:

1-{(2R,3S,4S,5R)-3-(Dimethyl-phenylethynyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-phenylselanyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

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Chemical Property of 1-{(2R,3S,4S,5R)-3-(Dimethyl-phenylethynyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-phenylselanyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

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Technology Process of 1-{(2R,3S,4S,5R)-3-(Dimethyl-phenylethynyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-phenylselanyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

There total 1 articles about 1-{(2R,3S,4S,5R)-3-(Dimethyl-phenylethynyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-phenylselanyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-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: 97.0%

: 62593-92-4
phenylethynyl-N,N-diethylaminodimethylsilane

: 140134-76-5
1-<5'-O-(monomethoxytrityl)-3'-deoxy-3'-phenylseleno-β-D-xylofuranosyl>thymine

: 159163-11-8
1-{(2R,3S,4S,5R)-3-(Dimethyl-phenylethynyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-phenylselanyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: In tetrahydrofuran; Product distribution; Heating; different nucleosides and alkynylsilane reagents;
DOI:10.1016/S0040-4020(01)90435-1

Reference yield:

: 159163-11-8
1-{(2R,3S,4S,5R)-3-(Dimethyl-phenylethynyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-phenylselanyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

: 1-<5'-O-(p-monomethoxytrityl)-3'-deoxy-2'-O,3'-C-(1-oxa-2-sila-3-Z-(benzylidene)methylidene)-β-D-ribofuranosyl>thymine

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Heating;
DOI:10.1016/S0040-4020(01)90435-1

Reference yield:

: 159163-11-8
1-{(2R,3S,4S,5R)-3-(Dimethyl-phenylethynyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-phenylselanyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

: 159163-42-5
1-((4R,4aR,5S,7R,7aR)-4-Benzyl-5-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxin-7-yl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 602 mg / 0.7 M tributyltin hydride, AIBN / benzene / Heating

2: 93 percent / 30 percent aq. H₂O₂, KF, KHCO₃ / methanol; tetrahydrofuran / 4 h / Ambient temperature

3: 1.) 1.0 M methoxydiethylborane; 2.) sodium borohydride / 1.) THF, methanol, -78 deg C, 15 min; 2.) THF, methanol, -78 deg C, 5 h

4: 95 percent / benzenesulfonic acid / 2 h / Ambient temperature

With potassium fluoride; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); diethyl methoxy borane; dihydrogen peroxide; tri-n-butyl-tin hydride; potassium hydrogencarbonate; benzenesulfonic acid; In tetrahydrofuran; methanol; benzene;
DOI:10.1016/S0040-4020(01)90435-1