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

Base Information

Chemical Name:1-(3,5-O-dibenzyl-2-deoxy-4-thio-β-L-threo-pentofuranosyl)-5-iodouracil
CAS No.:338742-54-4
Molecular Formula:C₂₃H₂₃IN₂O₄S
Molecular Weight:550.417
Hs Code.:

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

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

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

There total 3 articles about 1-(3,5-O-dibenzyl-2-deoxy-4-thio-β-L-threo-pentofuranosyl)-5-iodouracil 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: 47.0%

: 38953-72-9
5-iodo-2,4-bis-O-trimethylsilyluracil

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

: 1-(3,5-dibenzyl-2-deoxy-4-thio-α-L-threopentofuranosyl)-5-iodouracil

: 338742-54-4
1-(3,5-O-dibenzyl-2-deoxy-4-thio-β-L-threo-pentofuranosyl)-5-iodouracil

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

: 338742-54-4
1-(3,5-O-dibenzyl-2-deoxy-4-thio-β-L-threo-pentofuranosyl)-5-iodouracil

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: 47 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

: 338742-54-4
1-(3,5-O-dibenzyl-2-deoxy-4-thio-β-L-threo-pentofuranosyl)-5-iodouracil

Guidance literature:: Multi-step reaction with 2 steps

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

2: 47 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