O,O'-((2R,3R,4R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(3-(((2,6-dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl)methoxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl) S,S'-dimethyl dicarbonodithioate

Base Information

Chemical Name:O,O'-((2R,3R,4R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(3-(((2,6-dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl)methoxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl) S,S'-dimethyl dicarbonodithioate
CAS No.:1380572-77-9
Molecular Formula:C₃₄H₃₉Cl₅N₂O₈S₄Si
Molecular Weight:937.307
Hs Code.:

O,O'-((2R,3R,4R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(3-(((2,6-dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl)methoxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl) S,S'-dimethyl dicarbonodithioate

Synonyms:O,O'-((2R,3R,4R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(3-(((2,6-dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl)methoxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl) S,S'-dimethyl dicarbonodithioate

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Chemical Property of O,O'-((2R,3R,4R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(3-(((2,6-dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl)methoxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl) S,S'-dimethyl dicarbonodithioate

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Technology Process of O,O'-((2R,3R,4R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(3-(((2,6-dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl)methoxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl) S,S'-dimethyl dicarbonodithioate

There total 6 articles about O,O'-((2R,3R,4R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(3-(((2,6-dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl)methoxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl) S,S'-dimethyl dicarbonodithioate 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: 69.0%

: 75-15-0,12122-00-8
carbon disulfide

: 1380572-69-9
1-[5-(tert-butyldimethylsilanyloxymethyl)-3,4-dihydroxytetrahydrofuran-2-yl]-3-[((2,6-dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl)methoxy)methyl]-1H-pyrimidine-2,4-dione

: 74-88-4
methyl iodide

: 1380572-77-9
O,O'-((2R,3R,4R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(3-(((2,6-dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl)methoxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl) S,S'-dimethyl dicarbonodithioate

Guidance literature:: 1-[5-(tert-butyldimethylsilanyloxymethyl)-3,4-dihydroxytetrahydrofuran-2-yl]-3-[((2,6-dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl)methoxy)methyl]-1H-pyrimidine-2,4-dione; With sodium hydroxide; In dimethyl sulfoxide; for 0.333333h;

carbon disulfide; In dimethyl sulfoxide; for 0.5h;

methyl iodide; In dimethyl sulfoxide; for 2h;
DOI:10.1016/j.tet.2012.03.121

Reference yield:

: 1380572-66-6
(((2,6-dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl)methoxy)methyl) methyl sulfide

: 1380572-77-9
O,O'-((2R,3R,4R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(3-(((2,6-dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl)methoxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl) S,S'-dimethyl dicarbonodithioate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sulfuryl dichloride / dichloromethane / 1 h / 20 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 0 °C

3.1: 1H-imidazole / dichloromethane / 4 h

4.1: sodium hydroxide / dimethyl sulfoxide / 0.33 h

4.2: 0.5 h

4.3: 2 h

With 1H-imidazole; sulfuryl dichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2012.03.121

Reference yield:

: 1380572-64-4
(2,6-dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl)methanone

: 1380572-77-9
O,O'-((2R,3R,4R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(3-(((2,6-dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl)methoxy)methyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl) S,S'-dimethyl dicarbonodithioate

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C

2.2: 3 h / 0 °C

3.1: sulfuryl dichloride / dichloromethane / 1 h / 20 °C

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 0 °C

5.1: 1H-imidazole / dichloromethane / 4 h

6.1: sodium hydroxide / dimethyl sulfoxide / 0.33 h

6.2: 0.5 h

6.3: 2 h

With 1H-imidazole; lithium borohydride; sulfuryl dichloride; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tet.2012.03.121