5-<(2R^*,3R^*,4R^*,5S^*)-5-<(S^*)-1-α-hydroxybenzyl>-3,4-isopropylidenedioxytetrahydrofuran-2-yl>-2-thiouracil

Base Information

• Chemical Name: 5-<(2R^*,3R^*,4R^*,5S^*)-5-<(S^*)-1-α-hydroxybenzyl>-3,4-isopropylidenedioxytetrahydrofuran-2-yl>-2-thiouracil
• CAS No.: 69292-55-3
• Molecular Formula: C₁₈H₂₀N₂O₅S
• Molecular Weight: 376.433

Synonyms:5-<(2R^*,3R^*,4R^*,5S^*)-5-<(S^*)-1-α-hydroxybenzyl>-3,4-isopropylidenedioxytetrahydrofuran-2-yl>-2-thiouracil

Chemical Property of 5-<(2R^*,3R^*,4R^*,5S^*)-5-<(S^*)-1-α-hydroxybenzyl>-3,4-isopropylidenedioxytetrahydrofuran-2-yl>-2-thiouracil

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Technology Process of 5-<(2R^*,3R^*,4R^*,5S^*)-5-<(S^*)-1-α-hydroxybenzyl>-3,4-isopropylidenedioxytetrahydrofuran-2-yl>-2-thiouracil

There total 1 articles about 5-<(2R^*,3R^*,4R^*,5S^*)-5-<(S^*)-1-α-hydroxybenzyl>-3,4-isopropylidenedioxytetrahydrofuran-2-yl>-2-thiouracil 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: 73.0%

thiourea (17356-08-0) + (1S*,2S*,6R*,7R*,8R*)-5-(dimethylaminomethylene)-7,8-isopropylidenedioxy-2-phenyl-3,9-dioxabicyclo<4.2.1>nonan-4-one → 5-<(2R*,3R*,4R*,5S*)-5-<(S*)-1-α-hydroxybenzyl>-3,4-isopropylidenedioxytetrahydrofuran-2-yl>-2-thiouracil (69292-55-3)

Guidance literature:

With sodium ethanolate; In ethanol; for 5h; Heating;

DOI:10.1246/bcsj.56.2680

Reference yield: 100.0%

5-<(2R*,3R*,4R*,5S*)-5-<(S*)-1-α-hydroxybenzyl>-3,4-isopropylidenedioxytetrahydrofuran-2-yl>-2-thiouracil (69292-55-3) → (+/-)-5'-phenyl-2-thiopseudouridine

Guidance literature:

With hydrogenchloride; In methanol; for 0.166667h; Ambient temperature;

DOI:10.1246/bcsj.56.2680

Reference yield:

5-<(2R*,3R*,4R*,5S*)-5-<(S*)-1-α-hydroxybenzyl>-3,4-isopropylidenedioxytetrahydrofuran-2-yl>-2-thiouracil (69292-55-3) → 5-((5RS)-5-phenyl-β-DL-ribofuranosyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one (69292-59-7)

Guidance literature:

With hydrogenchloride; In methanol; Ambient temperature;

DOI:10.1246/cl.1978.1297

upstream raw materials:

thiourea

Downstream raw materials:

5-((5RS)-5-phenyl-β-DL-ribofuranosyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one

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