1-{2'-benzoyl-3'-[(benzoyloxy)methyl]-3',5'-dideoxy-β-allofuranosyl}uracil

Base Information

Chemical Name:1-{2'-benzoyl-3'-[(benzoyloxy)methyl]-3',5'-dideoxy-β-allofuranosyl}uracil
CAS No.:175916-36-6
Molecular Formula:C₂₅H₂₄N₂O₈
Molecular Weight:480.474
Hs Code.:

Synonyms:1-{2'-benzoyl-3'-[(benzoyloxy)methyl]-3',5'-dideoxy-β-allofuranosyl}uracil

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Chemical Property of 1-{2'-benzoyl-3'-[(benzoyloxy)methyl]-3',5'-dideoxy-β-allofuranosyl}uracil

Chemical Property:

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Technology Process of 1-{2'-benzoyl-3'-[(benzoyloxy)methyl]-3',5'-dideoxy-β-allofuranosyl}uracil

There total 5 articles about 1-{2'-benzoyl-3'-[(benzoyloxy)methyl]-3',5'-dideoxy-β-allofuranosyl}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:

: 175915-88-5
1-{2'-benzoyl-3'-[(benzoyloxy)methyl]-6'-(tert-butyldiphenylsilyl)-3',5'-dideoxy-β-allofuranosyl}uracil

: 175916-36-6
1-{2'-benzoyl-3'-[(benzoyloxy)methyl]-3',5'-dideoxy-β-allofuranosyl}uracil

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 4h; Ambient temperature;
DOI:10.1021/ja952322m

Reference yield:

: 98-88-4
benzoyl chloride

: 175916-36-6
1-{2'-benzoyl-3'-[(benzoyloxy)methyl]-3',5'-dideoxy-β-allofuranosyl}uracil

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / pyridine, DMAP

2: 1.) N-methyl-N-(trimethylsilyl)trifluoroacetamide, 2.) trimethylsilyl triflate / 1.) CH₃CN, 15 min, 2.) CH₃CN, 6 h

3: TBAF / tetrahydrofuran / 4 h / Ambient temperature

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1021/ja952322m

Reference yield:

: 441044-21-9
Benzoic acid (2R,3S,4R)-4-hydroxy-2-(2-hydroxy-ethyl)-5-methoxy-tetrahydro-furan-3-ylmethyl ester

: 175916-36-6
1-{2'-benzoyl-3'-[(benzoyloxy)methyl]-3',5'-dideoxy-β-allofuranosyl}uracil

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / imidazole / tetrahydrofuran

2: 74 percent / pyridine, DMAP

3: 1.) N-methyl-N-(trimethylsilyl)trifluoroacetamide, 2.) trimethylsilyl triflate / 1.) CH₃CN, 15 min, 2.) CH₃CN, 6 h

4: TBAF / tetrahydrofuran / 4 h / Ambient temperature

With pyridine; 1H-imidazole; dmap; trimethylsilyl trifluoromethanesulfonate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1021/ja952322m