[1-((2R,5S)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid benzyl ester

Base Information

• Chemical Name: [1-((2R,5S)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid benzyl ester
• CAS No.: 120885-64-5
• Molecular Formula: C₁₇H₁₉N₃O₅
• Molecular Weight: 345.355

Synonyms:[1-((2R,5S)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid benzyl ester

Chemical Property of [1-((2R,5S)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid benzyl ester

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Technology Process of [1-((2R,5S)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid benzyl ester

There total 1 articles about [1-((2R,5S)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid benzyl 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: 74.0%

benzyl chloroformate (501-53-1,94274-21-2) + 2`,3`-dideoxycytidine (7481-89-2) → [1-((2R,5S)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid benzyl ester (120885-64-5)

Guidance literature:

With dmap; In pyridine; N,N-dimethyl-formamide; for 18h; Ambient temperature;

DOI:10.3891/acta.chem.scand.50-0609

Reference yield: 94.0%

diethyl dicarbonate (1609-47-8) + [1-((2R,5S)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid benzyl ester (120885-64-5) → Carbonic acid (2S,5R)-5-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester ethyl ester (120885-73-6)

Guidance literature:

With dmap; In pyridine; for 2h; Ambient temperature;

DOI:10.3891/acta.chem.scand.50-0609

Reference yield: 36.0%

Chloromethyl pivalate (18997-19-8) + [1-((2R,5S)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid benzyl ester (120885-64-5) → 2,2-Dimethyl-propionic acid (2S,5R)-5-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxymethyl ester (129533-24-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 18h; Ambient temperature;

DOI:10.3891/acta.chem.scand.50-0609

upstream raw materials:

benzyl chloroformate

2`,3`-dideoxycytidine

Downstream raw materials:

2,2-Dimethyl-propionic acid (2S,5R)-5-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxymethyl ester

Carbonic acid (2S,5R)-5-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester ethyl ester

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