1-(2'-O,3'-O-Cyclopentyl-5'-O-benzyl-β-D-erythro-pentofuranosyl)-N³-benzyluracil

Base Information

• Chemical Name: 1-(2'-O,3'-O-Cyclopentyl-5'-O-benzyl-β-D-erythro-pentofuranosyl)-N³-benzyluracil
• CAS No.: 161824-84-6
• Molecular Formula: C₂₈H₃₀N₂O₆
• Molecular Weight: 490.556

Synonyms:1-(2'-O,3'-O-Cyclopentyl-5'-O-benzyl-β-D-erythro-pentofuranosyl)-N³-benzyluracil

Chemical Property of 1-(2'-O,3'-O-Cyclopentyl-5'-O-benzyl-β-D-erythro-pentofuranosyl)-N³-benzyluracil

Chemical Property:

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Technology Process of 1-(2'-O,3'-O-Cyclopentyl-5'-O-benzyl-β-D-erythro-pentofuranosyl)-N³-benzyluracil

There total 3 articles about 1-(2'-O,3'-O-Cyclopentyl-5'-O-benzyl-β-D-erythro-pentofuranosyl)-N³-benzyluracil 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: 93.0%

benzyl bromide (100-39-0) + 1-(2'-O,3'-O-Cyclopentyl-5'-hydroxy-β-D-erythro-pentofuranosyl)uracil (5297-71-2) → 1-(2'-O,3'-O-Cyclopentyl-5'-O-benzyl-β-D-erythro-pentofuranosyl)-N3-benzyluracil (161824-84-6)

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane; 1.) r.t., 2.) 90 deg C, 10 h;

DOI:10.1021/jo00103a017

Reference yield:

1,1-dimethoxycyclopentane (931-94-2) → 1-(2'-O,3'-O-Cyclopentyl-5'-O-benzyl-β-D-erythro-pentofuranosyl)-N3-benzyluracil (161824-84-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 0.42 h / 90 °C

2: 93 percent / NaH / 1,2-dimethoxy-ethane / 1.) r.t., 2.) 90 deg C, 10 h

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

DOI:10.1021/jo00103a017

Reference yield:

uridine (58-96-8) → 1-(2'-O,3'-O-Cyclopentyl-5'-O-benzyl-β-D-erythro-pentofuranosyl)-N3-benzyluracil (161824-84-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 0.42 h / 90 °C

2: 93 percent / NaH / 1,2-dimethoxy-ethane / 1.) r.t., 2.) 90 deg C, 10 h

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

DOI:10.1021/jo00103a017

upstream raw materials:

benzyl bromide

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

1,1-dimethoxycyclopentane

uridine

Downstream raw materials:

5'-O-Benzyl-2',3'-didehydro-2',3'-dideoxy-N³-benzyluridine

1-(2',3'-Dihydroxy-5'-O-benzyl-β-D-erythro-pentofuranosyl)-N³-benzyluracil

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