(1R,3R,4R,5R,7S)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-5-methyl-3-(uracil-1-yl)-2-oxabicyclo[2.2.1]heptane

Base Information

• Chemical Name: (1R,3R,4R,5R,7S)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-5-methyl-3-(uracil-1-yl)-2-oxabicyclo[2.2.1]heptane
• CAS No.: 1092803-91-2
• Molecular Formula: C₃₃H₃₄N₂O₇
• Molecular Weight: 570.642

Synonyms:(1R,3R,4R,5R,7S)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-5-methyl-3-(uracil-1-yl)-2-oxabicyclo[2.2.1]heptane

Chemical Property of (1R,3R,4R,5R,7S)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-5-methyl-3-(uracil-1-yl)-2-oxabicyclo[2.2.1]heptane

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (1R,3R,4R,5R,7S)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-5-methyl-3-(uracil-1-yl)-2-oxabicyclo[2.2.1]heptane

There total 2 articles about (1R,3R,4R,5R,7S)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-5-methyl-3-(uracil-1-yl)-2-oxabicyclo[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: 40.0%

(1R,3R,4R,7S)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-5-methylene-3-(uracil-1-yl)-2-oxabicyclo[2.2.1]heptane (1092803-47-8) → (1R,3R,4R,5S,7S)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-5-methyl-3-(uracil-1-yl)-2-oxabicyclo[2.2.1]heptane (1092803-90-1) + (1R,3R,4R,5R,7S)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-5-methyl-3-(uracil-1-yl)-2-oxabicyclo[2.2.1]heptane (1092803-91-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 2h;

DOI:10.1021/ja105875e

Reference yield:

C12H16N2O5 (1092803-89-8) + 4,4'-dimethoxytrityl chloride (40615-36-9) → (1R,3R,4R,5S,7S)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-5-methyl-3-(uracil-1-yl)-2-oxabicyclo[2.2.1]heptane (1092803-90-1) + (1R,3R,4R,5R,7S)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-5-methyl-3-(uracil-1-yl)-2-oxabicyclo[2.2.1]heptane (1092803-91-2)

Guidance literature:

With pyridine; at 20 ℃; for 16h;

DOI:10.1021/ja105875e

Reference yield:

(1R,3R,4R,5R,7S)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-5-methyl-3-(uracil-1-yl)-2-oxabicyclo[2.2.1]heptane (1092803-91-2) + N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) → (1R,3R,4R,5R,7S)-7-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-1-(4,4'-dimethoxytrityloxymethyl)-3-(uracil-1-yl)-5-methyl-2-oxa-bicyclo[2.2.1]heptane (1092803-92-3)

Guidance literature:

With 1-methyl-1H-imidazole; 1H-tetrazole; In N,N-dimethyl-formamide; at 20 ℃; for 6h;

upstream raw materials:

(1R,3R,4R,7S)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-5-methylene-3-(uracil-1-yl)-2-oxabicyclo[2.2.1]heptane

C₁₂H₁₆N₂O₅

4,4'-dimethoxytrityl chloride

Downstream raw materials:

C₃₉H₄₈N₂O₇Si

(1R,3R,4R,5R,7S)-7-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-1-(4,4'-dimethoxytrityloxymethyl)-3-(uracil-1-yl)-5-methyl-2-oxa-bicyclo[2.2.1]heptane

C₃₉H₄₉N₃O₆Si

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