N3-benzoyl-2',3',5'-tri-O-acetyluridine-5-malonic acid dimethyl ester

Base Information

Chemical Name:N3-benzoyl-2',3',5'-tri-O-acetyluridine-5-malonic acid dimethyl ester
CAS No.:1261157-40-7
Molecular Formula:C27H28N2O14
Molecular Weight:604.524
Hs Code.:
Mol file:1261157-40-7.mol

Synonyms:N3-benzoyl-2',3',5'-O-triacetyluridine-5-malonic acid dimethyl ester;

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Chemical Property of N3-benzoyl-2',3',5'-tri-O-acetyluridine-5-malonic acid dimethyl ester

Chemical Property:

PSA：201.80000
LogP:-0.54800

Purity/Quality:

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Technology Process of N3-benzoyl-2',3',5'-tri-O-acetyluridine-5-malonic acid dimethyl ester

There total 4 articles about N3-benzoyl-2',3',5'-tri-O-acetyluridine-5-malonic acid dimethyl ester 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: 88.0%

: 108-59-8
malonic acid dimethyl ester

: 29428-50-0
5-<(methylcarboxy)methyl>uridine

: 1261157-40-7
N₃-benzoyl-2',3',5'-O-triacetoxyuridine-5-malonic acid dimethyl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃;
DOI:10.1002/anie.201001242

Reference yield:

: 4105-38-8
Tri-O-acetyluridine

: 1261157-40-7
N₃-benzoyl-2',3',5'-O-triacetoxyuridine-5-malonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: acetic anhydride; acetic acid; bromine / 0 - 20 °C

2: dmap; triethylamine / dichloromethane / 0.5 h / 0 - 20 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 20 °C

With dmap; bromine; acetic anhydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane;

Reference yield:

: 58-96-8
uridine

: 1261157-40-7
N₃-benzoyl-2',3',5'-O-triacetoxyuridine-5-malonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 3 h / 60 °C

2: acetic anhydride; acetic acid; bromine / 0 - 20 °C

3: dmap; triethylamine / dichloromethane / 0.5 h / 0 - 20 °C

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 20 °C

With pyridine; dmap; bromine; acetic anhydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane;