4-ethoxy-1-(2-phenyl-3,5-O-TIPDS-β-D-arabinofuranosyl)-2(1H)-pyrimidinone

Base Information

Chemical Name:4-ethoxy-1-(2-phenyl-3,5-O-TIPDS-β-D-arabinofuranosyl)-2(1H)-pyrimidinone
CAS No.:116918-68-4
Molecular Formula:C₂₉H₄₆N₂O₇Si₂
Molecular Weight:590.864
Hs Code.:

Synonyms:4-ethoxy-1-(2-phenyl-3,5-O-TIPDS-β-D-arabinofuranosyl)-2(1H)-pyrimidinone

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Chemical Property of 4-ethoxy-1-(2-phenyl-3,5-O-TIPDS-β-D-arabinofuranosyl)-2(1H)-pyrimidinone

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Technology Process of 4-ethoxy-1-(2-phenyl-3,5-O-TIPDS-β-D-arabinofuranosyl)-2(1H)-pyrimidinone

There total 6 articles about 4-ethoxy-1-(2-phenyl-3,5-O-TIPDS-β-D-arabinofuranosyl)-2(1H)-pyrimidinone 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: 84.0%

: 113648-22-9
4-ethoxy-1-<3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-erythro-2-pentulofuranosyl>-2(1H)-pyrimidinone

: phenylmagnesium bromide

: 116918-68-4
4-ethoxy-1-(2-phenyl-3,5-O-TIPDS-β-D-arabinofuranosyl)-2(1H)-pyrimidinone

Guidance literature:: In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h;
DOI:10.1248/cpb.36.945

Reference yield:

: 116918-58-2
4-ethoxy-1-(3,5-O-TIPDS-1,3-diyl-β-D-ribofuranosyl)-2(1H)-pyrimidinone

: 116918-68-4
4-ethoxy-1-(2-phenyl-3,5-O-TIPDS-β-D-arabinofuranosyl)-2(1H)-pyrimidinone

Guidance literature:: Multi-step reaction with 2 steps

1: 83.6 percent / dimethylsulfoxide, oxalyl chloride / CH₂Cl₂ / 2 h / -70 °C

2: 84 percent / tetrahydrofuran; diethyl ether / 1 h / -78 °C

With oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1248/cpb.36.945

Reference yield:

: 58-96-8
uridine

: 116918-68-4
4-ethoxy-1-(2-phenyl-3,5-O-TIPDS-β-D-arabinofuranosyl)-2(1H)-pyrimidinone

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / 4-dimethylaminopyridine / acetonitrile / 1 h / Ambient temperature

2: thionyl chloride, N,N-dimethylformamide / CHCl₃ / 6.5 h / Heating

3: ethanol / 1.) 1 h, room temp. 2.) 2 h, reflux

4: 86.3 percent / pyridine / 1.) 0 deg C, 2 h, 2.) 3 h, room temp.

5: 83.6 percent / dimethylsulfoxide, oxalyl chloride / CH₂Cl₂ / 2 h / -70 °C

6: 84 percent / tetrahydrofuran; diethyl ether / 1 h / -78 °C

With dmap; thionyl chloride; oxalyl dichloride; dimethyl sulfoxide; N,N-dimethyl-formamide; In tetrahydrofuran; pyridine; diethyl ether; ethanol; dichloromethane; chloroform; acetonitrile;
DOI:10.1248/cpb.36.945