5'-O-(Dimethoxytrityl)-3'-(O-tert-butyldimethylsilyl)-2'-deoxy-2'-α-C-[N-(5'-deoxythymidin-5'-yl)carbamoylmethyl]uridine

Base Information

Chemical Name:5'-O-(Dimethoxytrityl)-3'-(O-tert-butyldimethylsilyl)-2'-deoxy-2'-α-C-[N-(5'-deoxythymidin-5'-yl)carbamoylmethyl]uridine
CAS No.:221302-06-3
Molecular Formula:C₄₈H₅₉N₅O₁₂Si
Molecular Weight:926.108
Hs Code.:

Synonyms:5'-O-(Dimethoxytrityl)-3'-(O-tert-butyldimethylsilyl)-2'-deoxy-2'-α-C-[N-(5'-deoxythymidin-5'-yl)carbamoylmethyl]uridine

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Chemical Property of 5'-O-(Dimethoxytrityl)-3'-(O-tert-butyldimethylsilyl)-2'-deoxy-2'-α-C-[N-(5'-deoxythymidin-5'-yl)carbamoylmethyl]uridine

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Technology Process of 5'-O-(Dimethoxytrityl)-3'-(O-tert-butyldimethylsilyl)-2'-deoxy-2'-α-C-[N-(5'-deoxythymidin-5'-yl)carbamoylmethyl]uridine

There total 4 articles about 5'-O-(Dimethoxytrityl)-3'-(O-tert-butyldimethylsilyl)-2'-deoxy-2'-α-C-[N-(5'-deoxythymidin-5'-yl)carbamoylmethyl]uridine 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:

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 221302-06-3
5'-O-(Dimethoxytrityl)-3'-(O-tert-butyldimethylsilyl)-2'-deoxy-2'-α-C-[N-(5'-deoxythymidin-5'-yl)carbamoylmethyl]uridine

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / pyridine / CH₂Cl₂ / 1 h

2: 44 percent / pyridine / 5 h

3: 77 percent / H₂ / 10percent Pd/C / methanol; tetrahydrofuran / 4 h

4: 1.) 1,3-dicyclohexylcarbodiimide, DMAP, N-hydroxysuccinimide, 2.) pyridine / 1.) dioxane, overnight, 2.) dioxane, 2.5 h

With pyridine; dmap; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/a808505f

Reference yield:

: 185141-90-6
[(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-3-yl]-acetic acid benzhydryl ester

: 221302-06-3
5'-O-(Dimethoxytrityl)-3'-(O-tert-butyldimethylsilyl)-2'-deoxy-2'-α-C-[N-(5'-deoxythymidin-5'-yl)carbamoylmethyl]uridine

Guidance literature:: Multi-step reaction with 3 steps

1: 44 percent / pyridine / 5 h

2: 77 percent / H₂ / 10percent Pd/C / methanol; tetrahydrofuran / 4 h

3: 1.) 1,3-dicyclohexylcarbodiimide, DMAP, N-hydroxysuccinimide, 2.) pyridine / 1.) dioxane, overnight, 2.) dioxane, 2.5 h

With pyridine; dmap; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1039/a808505f

Reference yield:

: 185141-87-1
[(2R,3R,4S,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yl]-acetic acid benzhydryl ester

: 221302-06-3
5'-O-(Dimethoxytrityl)-3'-(O-tert-butyldimethylsilyl)-2'-deoxy-2'-α-C-[N-(5'-deoxythymidin-5'-yl)carbamoylmethyl]uridine

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / pyridine / CH₂Cl₂ / 1 h

2: 44 percent / pyridine / 5 h

3: 77 percent / H₂ / 10percent Pd/C / methanol; tetrahydrofuran / 4 h

4: 1.) 1,3-dicyclohexylcarbodiimide, DMAP, N-hydroxysuccinimide, 2.) pyridine / 1.) dioxane, overnight, 2.) dioxane, 2.5 h

With pyridine; dmap; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/a808505f