1-<2',3'-Dihydroxy-5'-O-(4-methoxybenzyl)-β-D-erythro-pentofuranosyl>-N⁴-benzoylcytosine

Base Information

• Chemical Name: 1-<2',3'-Dihydroxy-5'-O-(4-methoxybenzyl)-β-D-erythro-pentofuranosyl>-N⁴-benzoylcytosine
• CAS No.: 161824-88-0
• Molecular Formula: C₂₄H₂₅N₃O₇
• Molecular Weight: 467.478

Synonyms:1-<2',3'-Dihydroxy-5'-O-(4-methoxybenzyl)-β-D-erythro-pentofuranosyl>-N⁴-benzoylcytosine

Chemical Property of 1-<2',3'-Dihydroxy-5'-O-(4-methoxybenzyl)-β-D-erythro-pentofuranosyl>-N⁴-benzoylcytosine

Chemical Property:

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Technology Process of 1-<2',3'-Dihydroxy-5'-O-(4-methoxybenzyl)-β-D-erythro-pentofuranosyl>-N⁴-benzoylcytosine

There total 4 articles about 1-<2',3'-Dihydroxy-5'-O-(4-methoxybenzyl)-β-D-erythro-pentofuranosyl>-N⁴-benzoylcytosine 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: 62.7%

1-<2'-O,3'-O-Cyclopentyl-5'-O-(4-methoxybenzyl)-β-D-erythro-pentofuranosyl>-N4-benzoylcytosine (161824-85-7) → 1-<2',3'-Dihydroxy-5'-O-(4-methoxybenzyl)-β-D-erythro-pentofuranosyl>-N4-benzoylcytosine (161824-88-0)

Guidance literature:

With dichloro-acetic acid; 1.) 0 deg C, 1 h, 2.) 0 deg C to r.t., 2 h;

DOI:10.1021/jo00103a017

Reference yield:

p-Methoxybenzyl bromide (2746-25-0) → 1-<2',3'-Dihydroxy-5'-O-(4-methoxybenzyl)-β-D-erythro-pentofuranosyl>-N4-benzoylcytosine (161824-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / NaH / dimethylformamide / 1.) r.t., 20 min, 2.) 90 deg C, 1 h

2: 62.7 percent / 66percent aq. dichloroacetic acid / 1.) 0 deg C, 1 h, 2.) 0 deg C to r.t., 2 h

With dichloro-acetic acid; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jo00103a017

Reference yield:

N4-benzoylcytidine (13089-48-0) → 1-<2',3'-Dihydroxy-5'-O-(4-methoxybenzyl)-β-D-erythro-pentofuranosyl>-N4-benzoylcytosine (161824-88-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / p-toluenesulfonic acid monohydrate / 1,2-dichloro-ethane / 0.5 h / 70 °C

2: 88 percent / NaH / dimethylformamide / 1.) r.t., 20 min, 2.) 90 deg C, 1 h

3: 62.7 percent / 66percent aq. dichloroacetic acid / 1.) 0 deg C, 1 h, 2.) 0 deg C to r.t., 2 h

With dichloro-acetic acid; sodium hydride; toluene-4-sulfonic acid; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00103a017

upstream raw materials:

1-<2'-O,3'-O-Cyclopentyl-5'-O-(4-methoxybenzyl)-β-D-erythro-pentofuranosyl>-N⁴-benzoylcytosine

p-Methoxybenzyl bromide

N₄-benzoylcytidine

1-(2'-O,3'-O-Cyclopentyl-5'-hydroxy-β-D-erythro-pentofuranosyl)-N⁴-benzoylcytosine

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