(1R,3R,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-7-(2-levulinoyloxyethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

Base Information

Chemical Name:(1R,3R,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-7-(2-levulinoyloxyethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane
CAS No.:774598-78-6
Molecular Formula:C₃₉H₄₂N₂O₁₁
Molecular Weight:714.769
Hs Code.:

Synonyms:(1R,3R,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-7-(2-levulinoyloxyethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

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Chemical Property of (1R,3R,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-7-(2-levulinoyloxyethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

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Technology Process of (1R,3R,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-7-(2-levulinoyloxyethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

There total 20 articles about (1R,3R,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-7-(2-levulinoyloxyethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 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:

: 774598-75-3
(1R,3R,4R,7S)-7-allyl-7-benzyloxy-1-(4,4'-dimethoxytrityl)oxymethyl-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

: 774598-78-6
(1R,3R,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-7-(2-levulinoyloxyethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 4 steps

1: NaIO₄; OsO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 24 h / 20 °C

2: 813 mg / NaBH₄ / tetrahydrofuran; H₂O / 20 h

3: 83 percent / NH₄HCO₃ / Pd/C / methanol / 2.5 h / 70 °C

4: 107 mg / pyridine; DMAP / 14 h / 20 °C

With pyridine; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; ammonium bicarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; water; tert-butyl alcohol;
DOI:10.1021/jo049159a

Reference yield:

: 774598-76-4
(1R,3R,4R,7S)-7-benzyloxy-1-(4,4'-dimethoxytrityl)oxymethyl-7-(2-hydroxyethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

: 774598-78-6
(1R,3R,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-7-(2-levulinoyloxyethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / NH₄HCO₃ / Pd/C / methanol / 2.5 h / 70 °C

2: 107 mg / pyridine; DMAP / 14 h / 20 °C

With pyridine; dmap; ammonium bicarbonate; palladium on activated charcoal; In methanol;
DOI:10.1021/jo049159a

Reference yield:

: [(1R,3R,4R,7S)-7-Benzyloxy-1-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,5-dioxa-bicyclo[2.2.1]hept-7-yl]-acetaldehyde

: 774598-78-6
(1R,3R,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-7-(2-levulinoyloxyethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 3 steps

1: 813 mg / NaBH₄ / tetrahydrofuran; H₂O / 20 h

2: 83 percent / NH₄HCO₃ / Pd/C / methanol / 2.5 h / 70 °C

3: 107 mg / pyridine; DMAP / 14 h / 20 °C

With pyridine; dmap; sodium tetrahydroborate; ammonium bicarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo049159a