1-[3-S-(2-{[(1,1-dimethylethyl)dimethylsilyl]oxy}ethyl)-3-thio-5-O-(triphenylmethyl)-β-D-arabinofuranosyl]pyrimidine-2,4(1H,3H)-dione

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Chemical Name:1-[3-S-(2-{[(1,1-dimethylethyl)dimethylsilyl]oxy}ethyl)-3-thio-5-O-(triphenylmethyl)-β-D-arabinofuranosyl]pyrimidine-2,4(1H,3H)-dione
CAS No.:202260-05-7
Molecular Formula:C₃₆H₄₄N₂O₆SSi
Molecular Weight:660.907
Hs Code.:

Synonyms:1-[3-S-(2-{[(1,1-dimethylethyl)dimethylsilyl]oxy}ethyl)-3-thio-5-O-(triphenylmethyl)-β-D-arabinofuranosyl]pyrimidine-2,4(1H,3H)-dione

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Chemical Property of 1-[3-S-(2-{[(1,1-dimethylethyl)dimethylsilyl]oxy}ethyl)-3-thio-5-O-(triphenylmethyl)-β-D-arabinofuranosyl]pyrimidine-2,4(1H,3H)-dione

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Technology Process of 1-[3-S-(2-{[(1,1-dimethylethyl)dimethylsilyl]oxy}ethyl)-3-thio-5-O-(triphenylmethyl)-β-D-arabinofuranosyl]pyrimidine-2,4(1H,3H)-dione

There total 4 articles about 1-[3-S-(2-{[(1,1-dimethylethyl)dimethylsilyl]oxy}ethyl)-3-thio-5-O-(triphenylmethyl)-β-D-arabinofuranosyl]pyrimidine-2,4(1H,3H)-dione 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 202259-88-9
1-[(2R,3R,4S,5R)-3-Hydroxy-4-(2-hydroxy-ethylsulfanyl)-5-trityloxymethyl-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

: 202260-05-7
1-[3-S-(2-{[(1,1-dimethylethyl)dimethylsilyl]oxy}ethyl)-3-thio-5-O-(triphenylmethyl)-β-D-arabinofuranosyl]pyrimidine-2,4(1H,3H)-dione

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 8h; Ambient temperature;
DOI:10.1021/jo9705576

Reference yield: 28.0%

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

: 76855-57-7
{[tert-butyl(dimethyl)silyl]oxy}ethane-1-thiol

: 1-[2-S-(2-{[(1,1-dimethylethyl)dimethylsilyl]oxy}ethyl)-2-thio-5-O-(triphenylmethyl)-β-D-xylofuranosyl]pyrimidine-2,4(1H,3H)-dione

: 202260-05-7
1-[3-S-(2-{[(1,1-dimethylethyl)dimethylsilyl]oxy}ethyl)-3-thio-5-O-(triphenylmethyl)-β-D-arabinofuranosyl]pyrimidine-2,4(1H,3H)-dione

Guidance literature:: With N,N,N',N'-tetramethylguanidine; In N,N-dimethyl-formamide; at 45 - 50 ℃; for 5h;
DOI:10.1002/hlca.200790199

Reference yield:

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

: 202260-05-7
1-[3-S-(2-{[(1,1-dimethylethyl)dimethylsilyl]oxy}ethyl)-3-thio-5-O-(triphenylmethyl)-β-D-arabinofuranosyl]pyrimidine-2,4(1H,3H)-dione

Guidance literature:: Multi-step reaction with 3 steps

2: 96 percent / NaOH / ethanol; H₂O / 2 h / Ambient temperature

3: 93 percent / imidazole / dimethylformamide / 8 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; In ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jo9705576