1-((2R,3S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-((2R,3S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione
CAS No.:207606-97-1
Molecular Formula:C₂₅H₂₈N₂O₇
Molecular Weight:468.507
Hs Code.:

Synonyms:1-((2R,3S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

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Chemical Property of 1-((2R,3S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

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Technology Process of 1-((2R,3S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

There total 11 articles about 1-((2R,3S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-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:

: (2R,3S,4S,5R)-3-Benzyloxy-2-benzyloxymethyl-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-carbaldehyde

: 207606-97-1
1-((2R,3S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; for 1h; Yield given; Ambient temperature;

Reference yield:

: 103931-45-9
5-O-(tert-butyldimethylsilyl)-1,2-O-isopropylidene-α-D-erythro-pentofuranos-3-ulose

: 207606-97-1
1-((2R,3S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 11 steps

1: tetrahydrofuran; diethyl ether / 2 h / Ambient temperature

2: Bu₄NF / tetrahydrofuran / 0.33 h / Ambient temperature

3: 1.) NaH / 1.) DMF, 50 deg C, 1 h, 2.) DMF, RT, 20 h

4: 80percent aq. AcOH / 8 h / 90 °C

5: pyridine / 48 h / Ambient temperature

6: 1.) N,O-bis(trimethylsilyl)acetamide, 2.) trimethylsilyl triflate / 1.) acetonitrile, reflux, 30 min, 2.) acetonitrile, RT, 24 h

7: 97 percent / NaOMe, MeOH / 42 h / Ambient temperature

8: 84 percent / pyridine / 0.5 h / Ambient temperature

9: 74 percent / aq. NaOH / ethanol / 16 h / Heating

10: aq. NaIO₄, OsO₄ / tetrahydrofuran; 2-methyl-propan-2-ol / 18 h / Ambient temperature

11: aq. NaBH₄ / tetrahydrofuran / 1 h / Ambient temperature

With pyridine; methanol; sodium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; acetic acid; In tetrahydrofuran; diethyl ether; ethanol; tert-butyl alcohol;

Reference yield:

: (3R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-4-vinyl-tetrahydro-furan-2,3-diol

: 207606-97-1
1-((2R,3S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / 48 h / Ambient temperature

2: 1.) N,O-bis(trimethylsilyl)acetamide, 2.) trimethylsilyl triflate / 1.) acetonitrile, reflux, 30 min, 2.) acetonitrile, RT, 24 h

3: 97 percent / NaOMe, MeOH / 42 h / Ambient temperature

4: 84 percent / pyridine / 0.5 h / Ambient temperature

5: 74 percent / aq. NaOH / ethanol / 16 h / Heating

6: aq. NaIO₄, OsO₄ / tetrahydrofuran; 2-methyl-propan-2-ol / 18 h / Ambient temperature

7: aq. NaBH₄ / tetrahydrofuran / 1 h / Ambient temperature

With pyridine; methanol; sodium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; sodium methylate; In tetrahydrofuran; ethanol; tert-butyl alcohol;