3-<2'-deoxy-5'-O-<(1,1-dimethylethyl)dimethylsilyl>-3'-O--β-D-ribofuranosyl>-1-(tetrahydropyran-2-yl)-7-<(tetrahydropyran-2-yl)oxy>pyrazolo<4,3-d>pyrimidine

Base Information

Chemical Name:3-<2'-deoxy-5'-O-<(1,1-dimethylethyl)dimethylsilyl>-3'-O--β-D-ribofuranosyl>-1-(tetrahydropyran-2-yl)-7-<(tetrahydropyran-2-yl)oxy>pyrazolo<4,3-d>pyrimidine
CAS No.:142190-00-9
Molecular Formula:C₃₃H₄₆N₄O₇SSi
Molecular Weight:670.902
Hs Code.:

3-<2'-deoxy-5'-O-<(1,1-dimethylethyl)dimethylsilyl>-3'-O-<phenoxy(thiocarbonyl)>-β-D-ribofuranosyl>-1-(tetrahydropyran-2-yl)-7-<(tetrahydropyran-2-yl)oxy>pyrazolo<4,3-d>pyrimidine

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Chemical Property of 3-<2'-deoxy-5'-O-<(1,1-dimethylethyl)dimethylsilyl>-3'-O--β-D-ribofuranosyl>-1-(tetrahydropyran-2-yl)-7-<(tetrahydropyran-2-yl)oxy>pyrazolo<4,3-d>pyrimidine

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Technology Process of 3-<2'-deoxy-5'-O-<(1,1-dimethylethyl)dimethylsilyl>-3'-O--β-D-ribofuranosyl>-1-(tetrahydropyran-2-yl)-7-<(tetrahydropyran-2-yl)oxy>pyrazolo<4,3-d>pyrimidine

There total 5 articles about 3-<2'-deoxy-5'-O-<(1,1-dimethylethyl)dimethylsilyl>-3'-O--β-D-ribofuranosyl>-1-(tetrahydropyran-2-yl)-7-<(tetrahydropyran-2-yl)oxy>pyrazolo<4,3-d>pyrimidine 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: 93.0%

: 142189-99-9,142236-03-1,142236-04-2,142236-05-3
3-<2'-deoxy-5'-O-<(1,1-dimethylethyl)dimethylsilyl>-β-D-ribofuranosyl>-1-(tetrahydropyran-2-yl)-7-<(tetrahydropyran-2-yl)oxy>pyrazolo<4,3-d>pyrimidine

: 1005-56-7
phenylcarbonochloridothioate

: 142190-00-9,142236-06-4,142236-07-5,142236-08-6
3-<2'-deoxy-5'-O-<(1,1-dimethylethyl)dimethylsilyl>-3'-O--β-D-ribofuranosyl>-1-(tetrahydropyran-2-yl)-7-<(tetrahydropyran-2-yl)oxy>pyrazolo<4,3-d>pyrimidine

Guidance literature:: With pyridine; In dichloromethane; for 5h; Ambient temperature;
DOI:10.1021/jo00043a029

Reference yield:

: 142189-91-1,142235-94-7,142235-95-8,142235-96-9
(2'R)-cis-3-<2',5'-dihydro-4'-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-5'-(hydroxymethyl)-2'-furanyl>-1-(tetrahydropyran-2-yl)-7-<(tetrahydropyran-2-yl)oxy>pyrazolo<4,3-d>pyrimidine

: 142190-00-9,142236-06-4,142236-07-5,142236-08-6
3-<2'-deoxy-5'-O-<(1,1-dimethylethyl)dimethylsilyl>-3'-O--β-D-ribofuranosyl>-1-(tetrahydropyran-2-yl)-7-<(tetrahydropyran-2-yl)oxy>pyrazolo<4,3-d>pyrimidine

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / 4N>F / tetrahydrofuran; acetic acid / 0.17 h / 0 °C

2: Na / acetonitrile; acetic acid / Ambient temperature

3: 79 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

4: 93 percent / pyridine / CH₂Cl₂ / 5 h / Ambient temperature

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; In tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00043a029

Reference yield:

: 142189-94-4,142235-97-0,142235-98-1,142235-99-2
3-(β-D-glycero-pentofuran-3'-ulos-1'-yl)-1-(tetrahydropyran-2-yl)-7-<(tetrahydropyran-2-yl)oxy>pyrazolo<4,3-d>pyrimidine

: 142190-00-9,142236-06-4,142236-07-5,142236-08-6
3-<2'-deoxy-5'-O-<(1,1-dimethylethyl)dimethylsilyl>-3'-O--β-D-ribofuranosyl>-1-(tetrahydropyran-2-yl)-7-<(tetrahydropyran-2-yl)oxy>pyrazolo<4,3-d>pyrimidine

Guidance literature:: Multi-step reaction with 3 steps

1: Na / acetonitrile; acetic acid / Ambient temperature

2: 79 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

3: 93 percent / pyridine / CH₂Cl₂ / 5 h / Ambient temperature

With pyridine; 1H-imidazole; sodium tris(acetoxy)borohydride; In dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00043a029