1-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)uracil

Base Information

Chemical Name:1-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)uracil
CAS No.:1428642-06-1
Molecular Formula:C₃₀H₂₈N₂O₇
Molecular Weight:528.562
Hs Code.:

Synonyms:1-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)uracil

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Chemical Property of 1-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)uracil

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Technology Process of 1-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)uracil

There total 4 articles about 1-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)uracil 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: 93.0%

: 3,5-di-O-benzyl-α-D-ribofuranoside (prop-2-yn-1-yl)-1,2-orthobenzoate

: 66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6
uracil

: 1428642-06-1
1-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)uracil

Guidance literature:: uracil; With N,O-Bis(trimethylsilyl)trifluoroacetamide; In acetonitrile; at 25 ℃; for 0.75h; Inert atmosphere;

3,5-di-O-benzyl-α-D-ribofuranoside (prop-2-yn-1-yl)-1,2-orthobenzoate; In dichloromethane; acetonitrile; at 25 ℃; for 0.0833333h; Inert atmosphere;

With gold(III) tribromide; silver trifluoromethanesulfonate; In dichloromethane; acetonitrile; at 25 ℃; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jo502413z

Reference yield: 90.0%

: 3,5-di-O-benzyl-α-D-ribofuranose-1,2-(pent-4-enyl orthobenzoate)

: 66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6
uracil

: 1428642-06-1
1-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)uracil

Guidance literature:: uracil; With trimethylsilyl trifluoromethanesulfonate; 1,1,1,3,3,3-hexamethyl-disilazane; at 85 ℃; Inert atmosphere;

3,5-di-O-benzyl-α-D-ribofuranose-1,2-(pent-4-enyl orthobenzoate); With N-iodo-succinimide; ytterbium(III) triflate; In acetonitrile; at 0 - 20 ℃; for 2h;
DOI:10.1039/c3cc41036f

Reference yield:

: 3,5-di-O-benzoyl-α-D-ribofuranose-1,2-(pent-4-enyl orthobenzoate)

: 1428642-06-1
1-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)uracil

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; triethylamine / methanol / 48 h / 65 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0 °C / Inert atmosphere

2.2: 0 - 20 °C

3.1: trimethylsilyl trifluoromethanesulfonate; 1,1,1,3,3,3-hexamethyl-disilazane / 85 °C / Inert atmosphere

3.2: 2 h / 0 - 20 °C

With trimethylsilyl trifluoromethanesulfonate; water; sodium hydride; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; N,N-dimethyl-formamide;
DOI:10.1039/c3cc41036f