(+)-1-[2,3-dideoxy-3,3-difluoro-4-(O-tert-butyldiphenylsilyloxymethyl)-cyclopentanyl]cytosine

Base Information

Chemical Name:(+)-1-[2,3-dideoxy-3,3-difluoro-4-(O-tert-butyldiphenylsilyloxymethyl)-cyclopentanyl]cytosine
CAS No.:935683-85-5
Molecular Formula:C₂₆H₃₁F₂N₃O₂Si
Molecular Weight:483.633
Hs Code.:

Synonyms:(+)-1-[2,3-dideoxy-3,3-difluoro-4-(O-tert-butyldiphenylsilyloxymethyl)-cyclopentanyl]cytosine

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Chemical Property of (+)-1-[2,3-dideoxy-3,3-difluoro-4-(O-tert-butyldiphenylsilyloxymethyl)-cyclopentanyl]cytosine

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Technology Process of (+)-1-[2,3-dideoxy-3,3-difluoro-4-(O-tert-butyldiphenylsilyloxymethyl)-cyclopentanyl]cytosine

There total 9 articles about (+)-1-[2,3-dideoxy-3,3-difluoro-4-(O-tert-butyldiphenylsilyloxymethyl)-cyclopentanyl]cytosine 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: 84.0%

: C₂₇H₃₄F₂N₂O₄Si

: 935683-85-5
(+)-1-[2,3-dideoxy-3,3-difluoro-4-(O-tert-butyldiphenylsilyloxymethyl)-cyclopentanyl]cytosine

Guidance literature:: C₂₇H₃₄F₂N₂O₄Si; With dmap; triethylamine; In acetonitrile; at 20 ℃; for 12h;

With ammonium hydroxide; In acetonitrile; at 20 ℃; for 12h; Further stages.;
DOI:10.1021/jm061304k

Reference yield:

: 855662-67-8
(+)-(1R,2S,3S,4R)-1-O-benzyloxy-2,3-anhydro-4-hydroxymethylcyclopentane

: 935683-85-5
(+)-1-[2,3-dideoxy-3,3-difluoro-4-(O-tert-butyldiphenylsilyloxymethyl)-cyclopentanyl]cytosine

Guidance literature:: Multi-step reaction with 11 steps

1.1: 91 percent / triethylamine; DMAP / CH₂Cl₂ / 24 h / 20 °C

2.1: 92 percent / Super-Hydride / tetrahydrofuran / 0.5 h / 20 °C

3.1: 81 percent / pyridinium dichromate; acetic acid; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 20 °C

4.1: 68 percent / diethylaminosulfur trifluoride / 36 h / 40 °C

5.1: 70 percent / iodotrimethylsilane / CH₂Cl₂ / 14 h / 20 °C

6.1: 74 percent / imidazole / CH₂Cl₂ / 1.75 h / 0 °C

7.1: 98 percent / triethylamine / CH₂Cl₂ / 4 h / 20 °C

8.1: 93 percent / NaN₃ / dimethylformamide / 1.5 h / 130 °C

9.1: 95 percent / H₂ / Pd/C / ethanol / 2 h / 20 °C / 1551.49 Torr

10.1: benzene / 0.5 h / Heating

10.2: tetrahydrofuran; benzene / -30 - 20 °C

11.1: 2,4,6-triisopropyl benzenesulfonyl chloride; 4-(dimethylamino)pyridine; triethylamine / acetonitrile / 12 h / 20 °C

11.2: 84 percent / aq. NH₃ / acetonitrile / 12 h / 20 °C

With 1H-imidazole; dmap; dipyridinium dichromate; sodium azide; trimethylsilyl iodide; diethylamino-sulfur trifluoride; 4 A molecular sieve; hydrogen; lithium triethylborohydride; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jm061304k

Reference yield:

: 935683-77-5
(+)-4-O-benzyloxy-1,1-difluoro-2-(O-triphenylmethyloxymethyl)-cyclopentane

: 935683-85-5
(+)-1-[2,3-dideoxy-3,3-difluoro-4-(O-tert-butyldiphenylsilyloxymethyl)-cyclopentanyl]cytosine

Guidance literature:: Multi-step reaction with 7 steps

1.1: 70 percent / iodotrimethylsilane / CH₂Cl₂ / 14 h / 20 °C

2.1: 74 percent / imidazole / CH₂Cl₂ / 1.75 h / 0 °C

3.1: 98 percent / triethylamine / CH₂Cl₂ / 4 h / 20 °C

4.1: 93 percent / NaN₃ / dimethylformamide / 1.5 h / 130 °C

5.1: 95 percent / H₂ / Pd/C / ethanol / 2 h / 20 °C / 1551.49 Torr

6.1: benzene / 0.5 h / Heating

6.2: tetrahydrofuran; benzene / -30 - 20 °C

7.1: 2,4,6-triisopropyl benzenesulfonyl chloride; 4-(dimethylamino)pyridine; triethylamine / acetonitrile / 12 h / 20 °C

7.2: 84 percent / aq. NH₃ / acetonitrile / 12 h / 20 °C

With 1H-imidazole; dmap; sodium azide; trimethylsilyl iodide; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jm061304k