2',3'-O-di-tert-butyldimethylsilyluridine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate]

Base Information

• Chemical Name: 2',3'-O-di-tert-butyldimethylsilyluridine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate]
• CAS No.: 778510-93-3
• Molecular Formula: C₄₇H₆₇N₄O₉PSi₂
• Molecular Weight: 919.215

Synonyms:2',3'-O-di-tert-butyldimethylsilyluridine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate]

Chemical Property of 2',3'-O-di-tert-butyldimethylsilyluridine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate]

Chemical Property:

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Technology Process of 2',3'-O-di-tert-butyldimethylsilyluridine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate]

There total 1 articles about 2',3'-O-di-tert-butyldimethylsilyluridine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate] 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: 89.0%

2',3'-bis-O-(tert-butyldimethylsilyl)uridine (87418-87-9,69504-12-7) + ethyl N,N-diisopropyl-N'-(N-trityl-L-prolyl)phosphorodiamidite (651737-61-0) → 2',3'-O-di-tert-butyldimethylsilyluridine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate] (778510-93-3)

Guidance literature:

2',3'-bis-O-(tert-butyldimethylsilyl)uridine; ethyl N,N-diisopropyl-N'-(N-trityl-L-prolyl)phosphorodiamidite; With 1-methyl-5-mercaptotetrazole; In acetonitrile; at 20 ℃; for 0.166667h;

With tert.-butylhydroperoxide; In decane; acetonitrile; at 20 ℃; for 0.166667h;

DOI:10.1016/j.bmc.2004.07.021

Reference yield:

2',3'-O-di-tert-butyldimethylsilyluridine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate] (778510-93-3) → ((S)-1-Trityl-pyrrolidine-2-carbonyl)-phosphoramidic acid (2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester ethyl ester

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.bmc.2004.07.021

upstream raw materials:

2',3'-bis-O-(tert-butyldimethylsilyl)uridine

ethyl N,N-diisopropyl-N'-(N-trityl-L-prolyl)phosphorodiamidite

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