Acetic acid (2S,5R)-5-(4-amino-2-oxo-5-phenyl-2H-pyrimidin-1-yl)-2,5-dihydro-furan-2-ylmethyl ester

Base Information

• Chemical Name: Acetic acid (2S,5R)-5-(4-amino-2-oxo-5-phenyl-2H-pyrimidin-1-yl)-2,5-dihydro-furan-2-ylmethyl ester
• CAS No.: 178616-41-6
• Molecular Formula: C₁₇H₁₇N₃O₄
• Molecular Weight: 327.34
• Mol file: 178616-41-6.mol

Synonyms:Acetic acid (2S,5R)-5-(4-amino-2-oxo-5-phenyl-2H-pyrimidin-1-yl)-2,5-dihydro-furan-2-ylmethyl ester

Chemical Property of Acetic acid (2S,5R)-5-(4-amino-2-oxo-5-phenyl-2H-pyrimidin-1-yl)-2,5-dihydro-furan-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of Acetic acid (2S,5R)-5-(4-amino-2-oxo-5-phenyl-2H-pyrimidin-1-yl)-2,5-dihydro-furan-2-ylmethyl ester

There total 1 articles about Acetic acid (2S,5R)-5-(4-amino-2-oxo-5-phenyl-2H-pyrimidin-1-yl)-2,5-dihydro-furan-2-ylmethyl 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:

acetic anhydride (108-24-7) + N-[1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-5-phenyl-1,2-dihydro-pyrimidin-4-yl]-acetamide (178616-40-5) → Acetic acid (2S,5R)-5-(4-amino-2-oxo-5-phenyl-2H-pyrimidin-1-yl)-2,5-dihydro-furan-2-ylmethyl ester (178616-41-6) + 2',3',5'-tri-O-acetyl-5-phenylcytidine

Guidance literature:

With hydrogen bromide; copper; zinc; Yield given. Multistep reaction. Yields of byproduct given; 1.) acetic acid, 50 deg C, 7 h, then room temp., overnight, 2.) DMF, room temp., 1 h;

DOI:10.1135/cccc19960645

Reference yield: 54.0%

Acetic acid (2S,5R)-5-(4-amino-2-oxo-5-phenyl-2H-pyrimidin-1-yl)-2,5-dihydro-furan-2-ylmethyl ester (178616-41-6) → 4-Amino-1-((2R,5S)-5-hydroxymethyl-2,5-dihydro-furan-2-yl)-5-phenyl-1H-pyrimidin-2-one

Guidance literature:

With ammonium hydroxide; In ethanol; for 3.5h; Ambient temperature;

DOI:10.1135/cccc19960645

Reference yield: 32.0%

Acetic acid (2S,5R)-5-(4-amino-2-oxo-5-phenyl-2H-pyrimidin-1-yl)-2,5-dihydro-furan-2-ylmethyl ester (178616-41-6) → Acetic acid (2S,5R)-5-(4-amino-2-oxo-5-phenyl-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 3.5h; under 760 Torr; Ambient temperature;

DOI:10.1135/cccc19960645

upstream raw materials:

acetic anhydride

N-[1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-5-phenyl-1,2-dihydro-pyrimidin-4-yl]-acetamide