3',5'-di-O-benzyl-4'-C-(tert-butyldiphenylsilyloxymethyl)-2'-O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-5-methyluridine

Base Information

Chemical Name:3',5'-di-O-benzyl-4'-C-(tert-butyldiphenylsilyloxymethyl)-2'-O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-5-methyluridine
CAS No.:1300590-85-5
Molecular Formula:C₄₉H₄₉N₃O₉Si
Molecular Weight:852.028
Hs Code.:

Synonyms:3',5'-di-O-benzyl-4'-C-(tert-butyldiphenylsilyloxymethyl)-2'-O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-5-methyluridine

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Chemical Property of 3',5'-di-O-benzyl-4'-C-(tert-butyldiphenylsilyloxymethyl)-2'-O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-5-methyluridine

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Technology Process of 3',5'-di-O-benzyl-4'-C-(tert-butyldiphenylsilyloxymethyl)-2'-O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-5-methyluridine

There total 10 articles about 3',5'-di-O-benzyl-4'-C-(tert-butyldiphenylsilyloxymethyl)-2'-O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-5-methyluridine 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:

: 524-38-9
N-hydroxyphthalimide

: C₄₂H₄₅F₃N₂O₉SSi

: 1300590-85-5
3',5'-di-O-benzyl-4'-C-(tert-butyldiphenylsilyloxymethyl)-2'-O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-5-methyluridine

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 24h;

Reference yield:

: 1300589-63-2
2'-O-acetyl-3',5'-di-O-benzyl-4'-C-(tert-butyldiphenylsilyloxymethyl)-5-methyluridine

: 1300590-85-5
3',5'-di-O-benzyl-4'-C-(tert-butyldiphenylsilyloxymethyl)-2'-O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-5-methyluridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: methylamine / tetrahydrofuran; water / 0.5 h / 20 °C

2.1: dmap; trifluoromethane sulfonyl chloride / dichloromethane / 1 h / 20 °C / Cooling with ice

3.1: sodium hydroxide / tetrahydrofuran; water / 16.5 h / 20 °C

3.2: 20 °C

4.1: pyridine / dichloromethane / 0.67 h / 0 °C

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 24 h / 20 °C

With pyridine; dmap; trifluoromethane sulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; methylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1021/jo201597e

Reference yield:

: 1300589-70-1
3',5'-di-O-benzyl-4'-C-(tert-butyldiphenylsilyloxymethyl)-5-methylarabinouridine

: 1300590-85-5
3',5'-di-O-benzyl-4'-C-(tert-butyldiphenylsilyloxymethyl)-2'-O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-5-methyluridine

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 0.67 h / 0 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 24 h / 20 °C

With pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;
DOI:10.1021/jo201597e