Acetic acid (2R,3R,4S,5R)-4-benzyloxy-5-((R)-1,2-dimethoxy-ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

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Chemical Name:Acetic acid (2R,3R,4S,5R)-4-benzyloxy-5-((R)-1,2-dimethoxy-ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester
CAS No.:163776-20-3
Molecular Formula:C₂₂H₂₈N₂O₈
Molecular Weight:448.473
Hs Code.:

Synonyms:Acetic acid (2R,3R,4S,5R)-4-benzyloxy-5-((R)-1,2-dimethoxy-ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

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Chemical Property of Acetic acid (2R,3R,4S,5R)-4-benzyloxy-5-((R)-1,2-dimethoxy-ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

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Technology Process of Acetic acid (2R,3R,4S,5R)-4-benzyloxy-5-((R)-1,2-dimethoxy-ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

There total 5 articles about Acetic acid (2R,3R,4S,5R)-4-benzyloxy-5-((R)-1,2-dimethoxy-ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 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: 85.0%

: Acetic acid (3R,4S,5R)-2-acetoxy-4-benzyloxy-5-((R)-1,2-dimethoxy-ethyl)-tetrahydro-furan-3-yl ester

: 7288-28-0
2,4-bis(trimethylsiloxy)-5-methylpyrimidine

: 163776-20-3
Acetic acid (2R,3R,4S,5R)-4-benzyloxy-5-((R)-1,2-dimethoxy-ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Guidance literature:: With tin(IV) chloride; In dichloromethane; for 18h; Ambient temperature;
DOI:10.1039/c39940001255

Reference yield:

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 163776-20-3
Acetic acid (2R,3R,4S,5R)-4-benzyloxy-5-((R)-1,2-dimethoxy-ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 74.5 percent / NaH / tetrahydrofuran / 8 h / Ambient temperature

2: 90 percent / H₂SO₄ / dioxane / 2 h / 100 °C

3: 88 percent / Ac₂O, H₂SO₄ / 10 h / Ambient temperature

4: 85 percent / SnCl₄ / CH₂Cl₂ / 18 h / Ambient temperature

With sulfuric acid; acetic anhydride; tin(IV) chloride; sodium hydride; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1039/c39940001255

Reference yield:

: 39798-98-6
O³-benzyl-O¹,O²-isopropylidene-O⁵,O⁶-dimethyl-α-D-glucofuranose

: 163776-20-3
Acetic acid (2R,3R,4S,5R)-4-benzyloxy-5-((R)-1,2-dimethoxy-ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / H₂SO₄ / dioxane / 2 h / 100 °C

2: 88 percent / Ac₂O, H₂SO₄ / 10 h / Ambient temperature

3: 85 percent / SnCl₄ / CH₂Cl₂ / 18 h / Ambient temperature

With sulfuric acid; acetic anhydride; tin(IV) chloride; In 1,4-dioxane; dichloromethane;
DOI:10.1039/c39940001255