(1R,3R,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-(3-(fluoren-9-ylmethoxycarbonyl)aminopropyl)-7-hydroxy-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-(3-(fluoren-9-ylmethoxycarbonyl)aminopropyl)-7-hydroxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane
CAS No.:774598-98-0
Molecular Formula:C₅₀H₄₉N₃O₁₀
Molecular Weight:851.953
Hs Code.:

(1R,3R,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-(3-(fluoren-9-ylmethoxycarbonyl)aminopropyl)-7-hydroxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

Synonyms:(1R,3R,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-(3-(fluoren-9-ylmethoxycarbonyl)aminopropyl)-7-hydroxy-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-(3-(fluoren-9-ylmethoxycarbonyl)aminopropyl)-7-hydroxy-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-(3-(fluoren-9-ylmethoxycarbonyl)aminopropyl)-7-hydroxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

There total 8 articles about (1R,3R,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-(3-(fluoren-9-ylmethoxycarbonyl)aminopropyl)-7-hydroxy-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: 68.0%

: 774598-97-9
(1S,3R,4R,7S)-7-(3-(fluoren-9-ylmethoxycarbonyl)aminopropyl)-7-hydroxy-1-hydroxymethyl-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 774598-98-0
(1R,3R,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-(3-(fluoren-9-ylmethoxycarbonyl)aminopropyl)-7-hydroxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: With pyridine; at 20 ℃; for 2h;
DOI:10.1021/jo049159a

Reference yield:

: 774598-93-5
3-C-(3-azidopropyl)-3-O-benzyl-4-C-hydroxymethyl-1,2-O-isopropylidene-α-D-erythro-pentofuranose

: 774598-98-0
(1R,3R,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-(3-(fluoren-9-ylmethoxycarbonyl)aminopropyl)-7-hydroxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine / 4.5 h / 20 °C

2: aq. TFA / 3.5 h / 20 °C

3: 1.98 g / pyridine; DMAP / 15 h / 20 °C

4: 75 percent / N,O-bistrimethyl acetamide; trimethylsilyl triflate / acetonitrile / Heating

5: 63 percent / aq. KOH / dioxane / 41 h / Heating

6: hydrogen / Pd(OH)2/C / methanol / 42 h / 20 °C

7: 158 mg / pyridine / 19 h / 20 °C

8: 68 percent / pyridine / 2 h / 20 °C

With pyridine; dmap; potassium hydroxide; trimethylsilyl trifluoromethanesulfonate; N,O-bistrimethyl acetamide; hydrogen; trifluoroacetic acid; palladium dihydroxide; In 1,4-dioxane; methanol; acetonitrile;
DOI:10.1021/jo049159a

Reference yield:

: Methanesulfonic acid (3S,4R)-3-(3-azido-propyl)-3-benzyloxy-4,5-dihydroxy-2-methanesulfonyloxymethyl-tetrahydro-furan-2-ylmethyl ester

: 774598-98-0
(1R,3R,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-(3-(fluoren-9-ylmethoxycarbonyl)aminopropyl)-7-hydroxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 6 steps

1: 1.98 g / pyridine; DMAP / 15 h / 20 °C

2: 75 percent / N,O-bistrimethyl acetamide; trimethylsilyl triflate / acetonitrile / Heating

3: 63 percent / aq. KOH / dioxane / 41 h / Heating

4: hydrogen / Pd(OH)2/C / methanol / 42 h / 20 °C

5: 158 mg / pyridine / 19 h / 20 °C

6: 68 percent / pyridine / 2 h / 20 °C

With pyridine; dmap; potassium hydroxide; trimethylsilyl trifluoromethanesulfonate; N,O-bistrimethyl acetamide; hydrogen; palladium dihydroxide; In 1,4-dioxane; methanol; acetonitrile;
DOI:10.1021/jo049159a