5-<(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)methyl>-2-thiouracil

Base Information

Chemical Name:5-<(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)methyl>-2-thiouracil
CAS No.:73485-73-1
Molecular Formula:C₃₂H₃₂N₂O₅S
Molecular Weight:556.682
Hs Code.:

Synonyms:5-<(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)methyl>-2-thiouracil

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5-<(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)methyl>-2-thiouracil

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Technology Process of 5-<(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)methyl>-2-thiouracil

There total 9 articles about 5-<(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)methyl>-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: 68.0%

: 73485-72-0
methyl 2-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-3-methoxyacrylate

: 17356-08-0
thiourea

: 73485-73-1
5-<(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)methyl>-2-thiouracil

Guidance literature:: With sodium ethanolate; In ethanol; for 12h; Heating;
DOI:10.1246/bcsj.56.2700

Reference yield:

: 56752-57-9
methyl 3,6-anhydro-2-deoxy-4,5-O-isopropylidene-7-O-trityl-D-allo-heptanoate

: 73485-73-1
5-<(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)methyl>-2-thiouracil

Guidance literature:: Multi-step reaction with 8 steps

1: 83 percent / LiAlH₄ / tetrahydrofuran / 1.33 h / -20 - 20 °C

2: 63 percent / pyridine / 15 h / 0 °C

3: 67 percent / perhydrodibenzo-18-crown-6 / acetonitrile / 15 h / Heating

4: KOH / ethane-1,2-diol / 20 h / 120 °C

5: diethyl ether; ethyl acetate

6: 1.) lithium diisopropylamide / 1.) hexane, THF, -78 deg C, 30 min, 2.) hexane, THF, from -78 deg C, 30 min to 0 deg C, 4 h

7: dimethylformamide / 12 h / 20 °C

8: 68 percent / EtONa / ethanol / 12 h / Heating

With pyridine; perhydrodibenzo-18-crown-6; potassium hydroxide; lithium aluminium tetrahydride; sodium ethanolate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; ethanol; ethylene glycol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1246/bcsj.56.2700

Reference yield:

: 73485-68-4
2-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)ethanol

: 73485-73-1
5-<(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)methyl>-2-thiouracil

Guidance literature:: Multi-step reaction with 7 steps

1: 63 percent / pyridine / 15 h / 0 °C

2: 67 percent / perhydrodibenzo-18-crown-6 / acetonitrile / 15 h / Heating

3: KOH / ethane-1,2-diol / 20 h / 120 °C

4: diethyl ether; ethyl acetate

5: 1.) lithium diisopropylamide / 1.) hexane, THF, -78 deg C, 30 min, 2.) hexane, THF, from -78 deg C, 30 min to 0 deg C, 4 h

6: dimethylformamide / 12 h / 20 °C

7: 68 percent / EtONa / ethanol / 12 h / Heating

With pyridine; perhydrodibenzo-18-crown-6; potassium hydroxide; sodium ethanolate; lithium diisopropyl amide; In diethyl ether; ethanol; ethylene glycol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1246/bcsj.56.2700