1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-<<(triphenylmethyl)oxy>methyl>-β-D-arabino-pentofuranosyl>uracil

Base Information

Chemical Name:1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-<<(triphenylmethyl)oxy>methyl>-β-D-arabino-pentofuranosyl>uracil
CAS No.:130351-56-3
Molecular Formula:C₄₅H₄₆N₂O₆Si
Molecular Weight:738.956
Hs Code.:

Synonyms:1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-<<(triphenylmethyl)oxy>methyl>-β-D-arabino-pentofuranosyl>uracil

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Chemical Property of 1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-<<(triphenylmethyl)oxy>methyl>-β-D-arabino-pentofuranosyl>uracil

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Technology Process of 1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-<<(triphenylmethyl)oxy>methyl>-β-D-arabino-pentofuranosyl>uracil

There total 6 articles about 1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-<<(triphenylmethyl)oxy>methyl>-β-D-arabino-pentofuranosyl>uracil 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: 81.0%

: 76-83-5
trityl chloride

: 129678-54-2
1-[(2R,3S,4S,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-3-hydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione

: 130351-56-3
1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-<<(triphenylmethyl)oxy>methyl>-β-D-arabino-pentofuranosyl>uracil

Guidance literature:: With pyridine; at 103 ℃; for 3.5h;
DOI:10.1021/jm00171a025

Reference yield: 27.0%

: 130377-76-3
1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-O-<(phenyloxy)thiocarbonyl>-3-C-<<(triphenylmethyl)oxy>methyl>-β-D-arabino-pentofuranosyl>uracil

: 130351-57-4
1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-3-C-<<(triphenylmethyl)oxy>methyl>-β-D-erythro-pentofuranosyl>uracil

: 130351-56-3
1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-<<(triphenylmethyl)oxy>methyl>-β-D-arabino-pentofuranosyl>uracil

Guidance literature:: With azobisisobutyronitrile; tri-n-butyl-tin hydride; In toluene; at 75 - 80 ℃; for 3h;
DOI:10.1021/jm00171a025

Reference yield:

: 130351-52-9
1-<3-deoxy-3-C-(4,5-dihydro-5-methyl-1,3,5-dithiazin-2-yl)-β-D-arabino-pentofuranosyl>uracil

: 130351-56-3
1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-<<(triphenylmethyl)oxy>methyl>-β-D-arabino-pentofuranosyl>uracil

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / triethylamine, 4-dimethylaminopyridine (DMAP) / dimethylformamide / Ambient temperature

2: 85 percent / red mercuric oxide, mercuric chloride / tetrahydrofuran; H₂O / 0.08 h / 0 °C

3: 70 percent / sodium borohydride / ethanol; H₂O / 0.5 h / Ambient temperature

4: 81 percent / pyridine / 3.5 h / 103 °C

With pyridine; dmap; sodium tetrahydroborate; triethylamine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00171a025