3'-O-benzyl-2'-deoxy-5-pentafluoroethyluridine

Base Information

Chemical Name:3'-O-benzyl-2'-deoxy-5-pentafluoroethyluridine
CAS No.:126862-90-6
Molecular Formula:C₁₈H₁₇F₅N₂O₅
Molecular Weight:436.335
Hs Code.:

Synonyms:

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Chemical Property of 3'-O-benzyl-2'-deoxy-5-pentafluoroethyluridine

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Technology Process of 3'-O-benzyl-2'-deoxy-5-pentafluoroethyluridine

There total 10 articles about 3'-O-benzyl-2'-deoxy-5-pentafluoroethyluridine 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:

: 54-42-2,162239-35-2
5-Iodo-2'-deoxyuridine

: 126862-90-6
3'-O-benzyl-2'-deoxy-5-pentafluoroethyluridine

Guidance literature:: Multi-step reaction with 4 steps

1: 67 percent / pyridine / 0.33 h / 100 °C

2: 73 percent / sodium hydride (60 percent) / tetrahydrofuran / 1.5 h / Ambient temperature

3: 76 percent / 0.5 N methanolic hydrogen chloride / CH₂Cl₂ / 1.5 h / Ambient temperature

4: 1.) pyridine, DMF, copper powder, 4-dimethylaminopyridine / 1.) < -70 to 115 deg C; sealed tube, 2.) 8 h, 60 deg C; sealed tube was opened

With pyridine; hydrogenchloride; dmap; copper; sodium hydride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.37.2287

Reference yield:

: 15414-61-6
2'-deoxy-5-iodo-5'-O-(triphenylmethyl)uridine

: 126862-90-6
3'-O-benzyl-2'-deoxy-5-pentafluoroethyluridine

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / sodium hydride (60 percent) / tetrahydrofuran / 1.5 h / Ambient temperature

2: 76 percent / 0.5 N methanolic hydrogen chloride / CH₂Cl₂ / 1.5 h / Ambient temperature

3: 1.) pyridine, DMF, copper powder, 4-dimethylaminopyridine / 1.) < -70 to 115 deg C; sealed tube, 2.) 8 h, 60 deg C; sealed tube was opened

With pyridine; hydrogenchloride; dmap; copper; sodium hydride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.37.2287

Reference yield:

: 951-78-0,63844-76-8
2'-deoxyuridine

: 126862-90-6
3'-O-benzyl-2'-deoxy-5-pentafluoroethyluridine

Guidance literature:: Multi-step reaction with 5 steps

1: 64 percent / pyridine / CH₂Cl₂ / 2 h

2: 39 percent / triflic acid / CH₂Cl₂; tetrahydrofuran / Ambient temperature

3: 34 percent / iodine monochloride / CH₂Cl₂ / Ambient temperature

4: 72 percent / 0.1 N NaOEt / 2 h / Ambient temperature

5: 1.) pyridine, DMF, copper powder, 4-dimethylaminopyridine / 1.) < -70 to 115 deg C; sealed tube, 2.) 8 h, 60 deg C; sealed tube was opened

With pyridine; dmap; trifluorormethanesulfonic acid; sodium ethanolate; Iodine monochloride; copper; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.37.2287