1-[3-O-acetyl-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-α-L-ribofuranosyl]-5-methyl-4-(1,2,4-triazol-1-yl)-2-oxypyrimidine

Base Information

Chemical Name:1-[3-O-acetyl-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-α-L-ribofuranosyl]-5-methyl-4-(1,2,4-triazol-1-yl)-2-oxypyrimidine
CAS No.:902452-84-0
Molecular Formula:C₃₆H₃₅N₅O₈
Molecular Weight:665.703
Hs Code.:

Synonyms:1-[3-O-acetyl-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-α-L-ribofuranosyl]-5-methyl-4-(1,2,4-triazol-1-yl)-2-oxypyrimidine

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Chemical Property of 1-[3-O-acetyl-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-α-L-ribofuranosyl]-5-methyl-4-(1,2,4-triazol-1-yl)-2-oxypyrimidine

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Technology Process of 1-[3-O-acetyl-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-α-L-ribofuranosyl]-5-methyl-4-(1,2,4-triazol-1-yl)-2-oxypyrimidine

There total 11 articles about 1-[3-O-acetyl-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-α-L-ribofuranosyl]-5-methyl-4-(1,2,4-triazol-1-yl)-2-oxypyrimidine 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:

: 902452-67-9
1-(3-O-benzyl-5-O-methanesulfonyl-2-O,4-C-methylene-α-L-ribofuranosyl)thymine

: 902452-84-0
1-[3-O-acetyl-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-α-L-ribofuranosyl]-5-methyl-4-(1,2,4-triazol-1-yl)-2-oxypyrimidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaOBz / dimethylsulfoxide

1.2: 74 percent / aq. NaOH / dimethylsulfoxide / 1 h

2.1: 93 percent / HCO₂NH₄ / Pd(OH)2/C / methanol; dioxane / 1.5 h / Heating

3.1: pyridine / 4 h

4.1: 18.7 g / pyridine

5.1: 97 percent / POCl₃; DIPEA / acetonitrile / 2 h / 20 °C

With pyridine; ammonium formate; N-ethyl-N,N-diisopropylamine; sodium phenyl-methanolate; trichlorophosphate; palladium dihydroxide; In 1,4-dioxane; methanol; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/j.tet.2006.04.016

Reference yield:

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

: 902452-84-0
1-[3-O-acetyl-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-α-L-ribofuranosyl]-5-methyl-4-(1,2,4-triazol-1-yl)-2-oxypyrimidine

Guidance literature:: Multi-step reaction with 9 steps

1.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 1.5 h / Heating

1.2: TMSOTf / acetonitrile / 6 h / Heating

2.1: HCl / methanol / 24 h

3.1: pyridine / 0 - 20 °C

4.1: aq. NaOH / 18 h / 20 °C

5.1: NaOBz / dimethylsulfoxide

5.2: 74 percent / aq. NaOH / dimethylsulfoxide / 1 h

6.1: 93 percent / HCO₂NH₄ / Pd(OH)2/C / methanol; dioxane / 1.5 h / Heating

7.1: pyridine / 4 h

8.1: 18.7 g / pyridine

9.1: 97 percent / POCl₃; DIPEA / acetonitrile / 2 h / 20 °C

With pyridine; hydrogenchloride; sodium hydroxide; N,O-bis-(trimethylsilyl)-acetamide; ammonium formate; N-ethyl-N,N-diisopropylamine; sodium phenyl-methanolate; trichlorophosphate; palladium dihydroxide; In 1,4-dioxane; methanol; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/j.tet.2006.04.016

Reference yield:

: 296253-28-6
1-[3-O-benzyl-2,5-di-O-(methylsulfonyl)-4-C-(methylsulfonyloxymethyl)-α-L-threo-pentofuranosyl]thymine

: 902452-84-0
1-[3-O-acetyl-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-α-L-ribofuranosyl]-5-methyl-4-(1,2,4-triazol-1-yl)-2-oxypyrimidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: aq. NaOH / 18 h / 20 °C

2.1: NaOBz / dimethylsulfoxide

2.2: 74 percent / aq. NaOH / dimethylsulfoxide / 1 h

3.1: 93 percent / HCO₂NH₄ / Pd(OH)2/C / methanol; dioxane / 1.5 h / Heating

4.1: pyridine / 4 h

5.1: 18.7 g / pyridine

6.1: 97 percent / POCl₃; DIPEA / acetonitrile / 2 h / 20 °C

With pyridine; sodium hydroxide; ammonium formate; N-ethyl-N,N-diisopropylamine; sodium phenyl-methanolate; trichlorophosphate; palladium dihydroxide; In 1,4-dioxane; methanol; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/j.tet.2006.04.016