1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-3-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>uracil

Base Information

Chemical Name:1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-3-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>uracil
CAS No.:130351-58-5
Molecular Formula:C₂₆H₃₂N₂O₅Si
Molecular Weight:480.636
Hs Code.:

Synonyms:1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-3-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>uracil

Suppliers and Price of 1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-3-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>uracil

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Chemical Property of 1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-3-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>uracil

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Technology Process of 1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-3-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>uracil

There total 8 articles about 1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-3-C-(hydroxymethyl)-β-D-erythro-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: 61.0%

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

: 130351-58-5
1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-3-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>uracil

Guidance literature:: With dichloro-acetic acid; In dichloromethane; for 0.5h; Ambient temperature;
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

: 130351-58-5
1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-3-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>uracil

Guidance literature:: Multi-step reaction with 7 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

5: 98.5 percent / 4-dimethylaminopyridine (DMAP) / acetonitrile / Ambient temperature

6: 27 percent / α,α-azobis(isobutyronitrile) (AIBN), tributyltin hydride / toluene / 3 h / 75 - 80 °C

7: 61 percent / dichloroacetic acid / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridine; dichloro-acetic acid; dmap; sodium tetrahydroborate; azobisisobutyronitrile; tri-n-butyl-tin hydride; triethylamine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jm00171a025

Reference yield:

: 96253-10-0
1-[2,3-epoxy-5-O-(triphenylmethyl)-β-D-lyxofuranosyl]pyrimidine-2,4(1H,3H)-dione

: 130351-58-5
1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-3-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>uracil

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) hexamethylphosphoramide (HMPA), n-butyllithium / 1.) THF, hexane, -78 deg C, 1 h, 2.) 90 min

2: 90 percent / trifluoroacetic acid / butan-1-ol / 0.17 h / Ambient temperature

3: 62 percent / triethylamine, 4-dimethylaminopyridine (DMAP) / dimethylformamide / Ambient temperature

4: 85 percent / red mercuric oxide, mercuric chloride / tetrahydrofuran; H₂O / 0.08 h / 0 °C

5: 70 percent / sodium borohydride / ethanol; H₂O / 0.5 h / Ambient temperature

6: 81 percent / pyridine / 3.5 h / 103 °C

7: 98.5 percent / 4-dimethylaminopyridine (DMAP) / acetonitrile / Ambient temperature

8: 27 percent / α,α-azobis(isobutyronitrile) (AIBN), tributyltin hydride / toluene / 3 h / 75 - 80 °C

9: 61 percent / dichloroacetic acid / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridine; dichloro-acetic acid; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium tetrahydroborate; n-butyllithium; azobisisobutyronitrile; tri-n-butyl-tin hydride; triethylamine; trifluoroacetic acid; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; butan-1-ol;
DOI:10.1021/jm00171a025