N⁴-phenoxyacetylamino-1-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-5-methylcytosine

Base Information

• Chemical Name: N⁴-phenoxyacetylamino-1-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-5-methylcytosine
• CAS No.: 228406-34-6
• Molecular Formula: C₂₂H₂₆N₄O₈
• Molecular Weight: 474.47

Synonyms:N⁴-phenoxyacetylamino-1-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-5-methylcytosine

Chemical Property of N⁴-phenoxyacetylamino-1-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-5-methylcytosine

Chemical Property:

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Technology Process of N⁴-phenoxyacetylamino-1-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-5-methylcytosine

There total 2 articles about N⁴-phenoxyacetylamino-1-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-5-methylcytosine 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:

1-(3,5-Di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-5-methyl-4-(1,2,4-triazol-1-yl)-2(1H)-pyrimidinone (80991-41-9) → N4-phenoxyacetylamino-1-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-5-methylcytosine (228406-34-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂NNH₂ / acetonitrile / 2 h / Ambient temperature

2: pyridine / Ambient temperature

With pyridine; hydrazine; In acetonitrile;

Reference yield:

phenoxyacetic anhydride (14316-61-1) + Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(4-hydrazono-5-methyl-2-oxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester → N4-phenoxyacetylamino-1-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-5-methylcytosine (228406-34-6)

Guidance literature:

With pyridine; Yield given; Ambient temperature;

Reference yield: 83.0%

N4-phenoxyacetylamino-1-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-5-methylcytosine (228406-34-6) → 3-phenoxymethyl-6-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-8-methyl<1,2,4>triazolo<4,3-c>pyrimidin-5(6H)-one (228406-38-0)

Guidance literature:

With pyridine; pyridine hydrochloride; In pyridine; at 50 ℃; for 2h;

upstream raw materials:

phenoxyacetic anhydride

1-(3,5-Di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-5-methyl-4-(1,2,4-triazol-1-yl)-2(1H)-pyrimidinone

Downstream raw materials:

3-phenoxymethyl-6-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-8-methyl<1,2,4>triazolo<4,3-c>pyrimidin-5(6H)-one

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