((1R,3R,4R,7S)-7-(benzyloxy)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methyl methanesulfonate

Base Information

Chemical Name:((1R,3R,4R,7S)-7-(benzyloxy)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methyl methanesulfonate
CAS No.:1094603-22-1
Molecular Formula:C₁₈H₂₀N₂O₈S
Molecular Weight:424.431
Hs Code.:

Synonyms:((1R,3R,4R,7S)-7-(benzyloxy)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methyl methanesulfonate

Suppliers and Price of ((1R,3R,4R,7S)-7-(benzyloxy)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methyl methanesulfonate

Supply Marketing:

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

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Total 3 raw suppliers

Chemical Property of ((1R,3R,4R,7S)-7-(benzyloxy)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methyl methanesulfonate

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

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Technology Process of ((1R,3R,4R,7S)-7-(benzyloxy)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methyl methanesulfonate

There total 8 articles about ((1R,3R,4R,7S)-7-(benzyloxy)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methyl methanesulfonate 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: 97.0%

: 1094603-21-0
(2R,3R,4S)-4-(benzyloxy)-2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5,5-bis(((methylsulfonyl)oxy)methyl)tetrahydrofuran-3-yl acetate

: 1094603-22-1
((1R,3R,4R,7S)-7-(benzyloxy)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methyl methanesulfonate

Guidance literature:: With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2008.09.165

Reference yield:

: 3-O-benzyl-1,2-O-isopropylidene-α-D-ribo-pentodialdofuranose

: 1094603-22-1
((1R,3R,4R,7S)-7-(benzyloxy)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methyl methanesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide / water; 1,4-dioxane / 144 h / 0 - 20 °C

2.1: pyridine / 1 h / 20 °C

3.1: sulfuric acid / acetic acid / 20 °C

4.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 1 h / Reflux

4.2: 3 h / Reflux; Inert atmosphere

5.1: sodium hydroxide / methanol; water; tetrahydrofuran / 1 h / 20 °C

With pyridine; N,O-bis-(trimethylsilyl)-acetamide; sulfuric acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; acetic acid; acetonitrile;
DOI:10.1016/j.bmcl.2014.04.050

Reference yield:

: 293751-01-6
3-O-benzyl-4-C-methanesulfonoxymethyl-5-methanesulfonyl-1,2-O-isopropylidene-α-D-erythro-pentofuranose

: 1094603-22-1
((1R,3R,4R,7S)-7-(benzyloxy)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methyl methanesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sulfuric acid / acetic acid / 20 °C

2.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 1 h / Reflux

2.2: 3 h / Reflux; Inert atmosphere

3.1: sodium hydroxide / methanol; water; tetrahydrofuran / 1 h / 20 °C

With N,O-bis-(trimethylsilyl)-acetamide; sulfuric acid; sodium hydroxide; In tetrahydrofuran; methanol; water; acetic acid; acetonitrile;
DOI:10.1016/j.bmcl.2014.04.050