1-(3,5-O-dibenzyl-2-deoxy-4-thio-β-L-threo-pentofuranosyl)-5-nitrouracil

Base Information

Chemical Name:1-(3,5-O-dibenzyl-2-deoxy-4-thio-β-L-threo-pentofuranosyl)-5-nitrouracil
CAS No.:338742-29-3
Molecular Formula:C₂₃H₂₃N₃O₆S
Molecular Weight:469.518
Hs Code.:

Synonyms:1-(3,5-O-dibenzyl-2-deoxy-4-thio-β-L-threo-pentofuranosyl)-5-nitrouracil

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Chemical Property of 1-(3,5-O-dibenzyl-2-deoxy-4-thio-β-L-threo-pentofuranosyl)-5-nitrouracil

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Technology Process of 1-(3,5-O-dibenzyl-2-deoxy-4-thio-β-L-threo-pentofuranosyl)-5-nitrouracil

There total 3 articles about 1-(3,5-O-dibenzyl-2-deoxy-4-thio-β-L-threo-pentofuranosyl)-5-nitrouracil 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: 26.0%

: 136737-52-5
benzyl 3,5-di-O-benzyl-2-deoxy-1,4-dithio-α-threo-L-threo-pentofuranoside

: 52522-97-1
5-nitro-2,4-bis-trimethylsilanyloxy-pyrimidine

: 338742-29-3
1-(3,5-O-dibenzyl-2-deoxy-4-thio-β-L-threo-pentofuranosyl)-5-nitrouracil

Guidance literature:: With N-iodo-succinimide; 4 A molecular sieve; In acetonitrile; at 20 ℃; for 2h;
DOI:10.1002/1099-0690(200103)2001:6<1077::AID-EJOC1077>3.0.CO;2-0

Reference yield:

: 134700-11-1
3,4-di-O-benzyl-2-deoxy-D-erythro-pentose bisbenzyl dithioacetal

: 338742-29-3
1-(3,5-O-dibenzyl-2-deoxy-4-thio-β-L-threo-pentofuranosyl)-5-nitrouracil

Guidance literature:: Multi-step reaction with 3 steps

1: 22.0 g / pyridine / 24 h / 20 °C

2: 85 percent / nBu₄NI; BaCO₃ / dioxane / 2.5 h / Heating

3: 26 percent / NIS; mol. sieves 4 Angstroem / acetonitrile / 2 h / 20 °C

With pyridine; N-iodo-succinimide; 4 A molecular sieve; tetra-(n-butyl)ammonium iodide; barium carbonate; In 1,4-dioxane; acetonitrile;
DOI:10.1002/1099-0690(200103)2001:6<1077::AID-EJOC1077>3.0.CO;2-0

Reference yield:

: 136737-51-4
3,5-di-O-benzyl-2-deoxy-4-O-methanesulphonyl-D-erythro-pentose dibenzyl dithioacetal

: 338742-29-3
1-(3,5-O-dibenzyl-2-deoxy-4-thio-β-L-threo-pentofuranosyl)-5-nitrouracil

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / nBu₄NI; BaCO₃ / dioxane / 2.5 h / Heating

2: 26 percent / NIS; mol. sieves 4 Angstroem / acetonitrile / 2 h / 20 °C

With N-iodo-succinimide; 4 A molecular sieve; tetra-(n-butyl)ammonium iodide; barium carbonate; In 1,4-dioxane; acetonitrile;
DOI:10.1002/1099-0690(200103)2001:6<1077::AID-EJOC1077>3.0.CO;2-0