1-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]uracil

Base Information

Chemical Name:1-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]uracil
CAS No.:289044-98-0
Molecular Formula:C₃₈H₄₄N₂O₁₄
Molecular Weight:752.772
Hs Code.:

Synonyms:1-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]uracil

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Chemical Property of 1-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]uracil

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Technology Process of 1-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]uracil

There total 1 articles about 1-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]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:

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

: 280574-41-6
5-O-benzyl-1,2-di-O-acetyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-α,β-D-ribo-pentofuranose

: 289044-98-0
1-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]uracil

Guidance literature:: uracil; With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; for 0.5h; Heating;

5-O-benzyl-1,2-di-O-acetyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-α,β-D-ribo-pentofuranose; With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 0 - 20 ℃; for 4h; Further stages.;
DOI:10.1021/jo0001333

Reference yield:

: 289044-98-0
1-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]uracil

: 1-[(2R,3R,4S,5S)-4-((2R,3R,4S,5S,6R)-3-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylmethyl)-5-benzyloxymethyl-3-hydroxy-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Guidance literature:: With sodium methylate; In methanol; at 0 ℃; for 0.833333h;
DOI:10.1021/jo0001333

Reference yield:

: 289044-98-0
1-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]uracil

: 289044-99-1
1-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-7-O-trityl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]uracil

Guidance literature:: Multi-step reaction with 2 steps

1: sodium methoxide / methanol / 0.83 h / 0 °C

2: 47 mg / pyridine / 1 h / 50 °C

With pyridine; sodium methylate; In methanol; 1: Deacetylation / 2: Esterification;
DOI:10.1021/jo0001333