1-2',3',5'-tri-O-benzoyl-α-D-ribopentofuranosyl-5-(ethoxycarbonyl)-4,6-diphenylpyrimidin-2-one

Base Information

Chemical Name:1-2',3',5'-tri-O-benzoyl-α-D-ribopentofuranosyl-5-(ethoxycarbonyl)-4,6-diphenylpyrimidin-2-one
CAS No.:1417444-51-9
Molecular Formula:C₄₅H₃₆N₂O₁₀
Molecular Weight:764.788
Hs Code.:

Synonyms:1-2',3',5'-tri-O-benzoyl-α-D-ribopentofuranosyl-5-(ethoxycarbonyl)-4,6-diphenylpyrimidin-2-one

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Chemical Property of 1-2',3',5'-tri-O-benzoyl-α-D-ribopentofuranosyl-5-(ethoxycarbonyl)-4,6-diphenylpyrimidin-2-one

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Technology Process of 1-2',3',5'-tri-O-benzoyl-α-D-ribopentofuranosyl-5-(ethoxycarbonyl)-4,6-diphenylpyrimidin-2-one

There total 3 articles about 1-2',3',5'-tri-O-benzoyl-α-D-ribopentofuranosyl-5-(ethoxycarbonyl)-4,6-diphenylpyrimidin-2-one 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: 15.0%

: 114762-36-6
2,3,5-tri-O-benzoyl-D-ribofuranosyl fluoride

: 34906-29-1
Ethyl Ester of 4,6-Diphenyl-6-methyl-2-oxo-1,2-dihydropyrimidine-5-carboxylic Acid

: 1417444-52-0
1-2',3',5'-tri-O-benzoyl-β-D-ribopentofuranosyl-5-(ethoxycarbonyl)-4,6-diphenylpyrimidin-2-one

: 1417444-51-9
1-2',3',5'-tri-O-benzoyl-α-D-ribopentofuranosyl-5-(ethoxycarbonyl)-4,6-diphenylpyrimidin-2-one

Guidance literature:: 2,3,5-tri-O-benzoyl-D-ribofuranosyl fluoride; Ethyl Ester of 4,6-Diphenyl-6-methyl-2-oxo-1,2-dihydropyrimidine-5-carboxylic Acid; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; at 50 ℃; for 1h; Inert atmosphere;

With boron trifluoride diethyl etherate; In acetonitrile; at 0 ℃; for 2h; Temperature; Time; Overall yield = 84 %; Inert atmosphere;
DOI:10.1016/j.tet.2012.11.017

Reference yield:

: 94-02-0
ethyl 3-oxo-3-phenylpropionate

: 1417444-52-0
1-2',3',5'-tri-O-benzoyl-β-D-ribopentofuranosyl-5-(ethoxycarbonyl)-4,6-diphenylpyrimidin-2-one

: 1417444-51-9
1-2',3',5'-tri-O-benzoyl-α-D-ribopentofuranosyl-5-(ethoxycarbonyl)-4,6-diphenylpyrimidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: poly phosphate ester / 26 h / 70 °C / Inert atmosphere

2.1: pyrographite / 5,5-dimethyl-1,3-cyclohexadiene / 140 °C

3.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 1 h / 50 °C / Inert atmosphere

3.2: 2 h / 0 °C / Inert atmosphere

With N,O-bis-(trimethylsilyl)-acetamide; pyrographite; In 5,5-dimethyl-1,3-cyclohexadiene; acetonitrile;
DOI:10.1016/j.tet.2012.11.017

Reference yield:

: 100-52-7
benzaldehyde

: 1417444-52-0
1-2',3',5'-tri-O-benzoyl-β-D-ribopentofuranosyl-5-(ethoxycarbonyl)-4,6-diphenylpyrimidin-2-one

: 1417444-51-9
1-2',3',5'-tri-O-benzoyl-α-D-ribopentofuranosyl-5-(ethoxycarbonyl)-4,6-diphenylpyrimidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: poly phosphate ester / 26 h / 70 °C / Inert atmosphere

2.1: pyrographite / 5,5-dimethyl-1,3-cyclohexadiene / 140 °C

3.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 1 h / 50 °C / Inert atmosphere

3.2: 2 h / 0 °C / Inert atmosphere

With N,O-bis-(trimethylsilyl)-acetamide; pyrographite; In 5,5-dimethyl-1,3-cyclohexadiene; acetonitrile;
DOI:10.1016/j.tet.2012.11.017