(1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptane

Base Information

Chemical Name:(1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptane
CAS No.:427889-67-6
Molecular Formula:C₃₉H₃₇N₃O₈
Molecular Weight:675.738
Hs Code.:

Synonyms:(1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptane

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Chemical Property of (1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptane

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Technology Process of (1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptane

There total 13 articles about (1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptane 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: 83.0%

: 427889-66-5
(1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-7-(tert-butyldimethylsilyl)oxy-1-(4,4'-dimethoxytrityl)oxymethyl-2,5-dioxabicyclo[2.2.1]heptane

: 427889-67-6
(1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1002/1521-3765(20020201)8:3<712::AID-CHEM712>3.0.CO;2-0

Reference yield:

: 65-71-4,28806-14-6,691841-57-3
thymin

: 427889-67-6
(1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 8 steps

1: 51 percent / H₂ / 20percent Pd(OH)2/C / ethanol / 120 h / 20 °C

2: 71 percent / pyridine; AgNO₃ / dimethylformamide; tetrahydrofuran / 22 h / 20 °C

3: 79 percent / imidazole; pyridine / 142 h / 20 °C

4: 69 percent / pyridine; POCl₃ / 15 h / 20 °C

5: 64 percent / aq. ammonia / dioxane / 22 h / 20 °C

6: 100 percent / DMAP / acetonitrile / 0.25 h / 65 °C

7: 83 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C

With pyridine; 1H-imidazole; dmap; ammonium hydroxide; tetrabutyl ammonium fluoride; hydrogen; silver nitrate; trichlorophosphate; 20percent Pd(OH)2/C; In tetrahydrofuran; 1,4-dioxane; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/1521-3765(20020201)8:3<712::AID-CHEM712>3.0.CO;2-0

Reference yield:

: 219854-35-0
methyl 3,5-di-O-benzyl-4-C-methylsulfonyloxymethyl-α,β-D-ribofuranoside

: 427889-67-6
(1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 8 steps

1: 51 percent / H₂ / 20percent Pd(OH)2/C / ethanol / 120 h / 20 °C

2: 71 percent / pyridine; AgNO₃ / dimethylformamide; tetrahydrofuran / 22 h / 20 °C

3: 79 percent / imidazole; pyridine / 142 h / 20 °C

4: 69 percent / pyridine; POCl₃ / 15 h / 20 °C

5: 64 percent / aq. ammonia / dioxane / 22 h / 20 °C

6: 100 percent / DMAP / acetonitrile / 0.25 h / 65 °C

7: 83 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C

With pyridine; 1H-imidazole; dmap; ammonium hydroxide; tetrabutyl ammonium fluoride; hydrogen; silver nitrate; trichlorophosphate; 20percent Pd(OH)2/C; In tetrahydrofuran; 1,4-dioxane; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/1521-3765(20020201)8:3<712::AID-CHEM712>3.0.CO;2-0