[4-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)imidazol-1-yl]methyl 2,2-dimethylpropiolate

Base Information

Chemical Name:[4-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)imidazol-1-yl]methyl 2,2-dimethylpropiolate
CAS No.:872088-47-6
Molecular Formula:C₂₈H₃₄N₂O₅
Molecular Weight:478.588
Hs Code.:

Synonyms:[4-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)imidazol-1-yl]methyl 2,2-dimethylpropiolate

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Chemical Property of [4-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)imidazol-1-yl]methyl 2,2-dimethylpropiolate

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Technology Process of [4-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)imidazol-1-yl]methyl 2,2-dimethylpropiolate

There total 1 articles about [4-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)imidazol-1-yl]methyl 2,2-dimethylpropiolate 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: 90.0%

: 4(5)-(3,5-di-O-benzyl-2′-deoxy-β-D-ribofuranosyl)-1H-imidazole

: 18997-19-8
Chloromethyl pivalate

: 872088-47-6
[4-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)imidazol-1-yl]methyl 2,2-dimethylpropiolate

Guidance literature:: 4(5)-(3,5-di-O-benzyl-2′-deoxy-β-D-ribofuranosyl)-1H-imidazole; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 3h;

Chloromethyl pivalate; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1016/j.tet.2005.09.063

Reference yield:

: 872088-47-6
[4-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)imidazol-1-yl]methyl 2,2-dimethylpropiolate

: 872088-48-7
[4-(5-O-DMT-2-deoxy-D-β-ribofuranosyl)imidazolyl]methyl 2,2-dimethylpropionate

Guidance literature:: Multi-step reaction with 2 steps

1: cyclohexene / Pd(OH)2/C / ethanol / 3 h / Heating

2: 146 mg / pyridine; Et₃N; DMAP / 20 °C

With pyridine; dmap; triethylamine; cyclohexene; palladium dihydroxide; In ethanol;
DOI:10.1016/j.tet.2005.09.063

Reference yield:

: 872088-47-6
[4-(3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl)imidazol-1-yl]methyl 2,2-dimethylpropiolate

: [4-{5-O-DMT-2-deoxy-3-O-[2-cyanoethyl-(N,N-diisopropylamino)phosphoramidyl]-β-D-ribofuranos-1-yl}imidazolyl]methyl 2,2-dimethylpropionate

Guidance literature:: Multi-step reaction with 3 steps

1: cyclohexene / Pd(OH)2/C / ethanol / 3 h / Heating

2: 146 mg / pyridine; Et₃N; DMAP / 20 °C

3: 14 percent / DIPT / 1,2-dichloro-ethane / 46 h / 40 °C

With pyridine; dmap; triethylamine; cyclohexene; palladium dihydroxide; In ethanol; 1,2-dichloro-ethane;
DOI:10.1016/j.tet.2005.09.063