(E)-6-(phenylethenyl)-9-(O,O,O-tris(tert-butyldimethylsilyl)-α-D-ribofuranosyl)-9H-purine

Base Information

Chemical Name:(E)-6-(phenylethenyl)-9-(O,O,O-tris(tert-butyldimethylsilyl)-α-D-ribofuranosyl)-9H-purine
CAS No.:646522-20-5
Molecular Formula:C₃₆H₆₀N₄O₄Si₃
Molecular Weight:697.153
Hs Code.:

Synonyms:(E)-6-(phenylethenyl)-9-(O,O,O-tris(tert-butyldimethylsilyl)-α-D-ribofuranosyl)-9H-purine

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Chemical Property of (E)-6-(phenylethenyl)-9-(O,O,O-tris(tert-butyldimethylsilyl)-α-D-ribofuranosyl)-9H-purine

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Technology Process of (E)-6-(phenylethenyl)-9-(O,O,O-tris(tert-butyldimethylsilyl)-α-D-ribofuranosyl)-9H-purine

There total 4 articles about (E)-6-(phenylethenyl)-9-(O,O,O-tris(tert-butyldimethylsilyl)-α-D-ribofuranosyl)-9H-purine 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: 50.0%

: 1233765-82-6
6-(phenylethynyl)-9-(O,O,O-tris(tert-butyldimethylsilyl)-β-D-ribofuranosyl)-9H-purine

: 646522-20-5
(E)-6-(phenylethenyl)-9-(O,O,O-tris(tert-butyldimethylsilyl)-α-D-ribofuranosyl)-9H-purine

Guidance literature:: 6-(phenylethynyl)-9-(O,O,O-tris(tert-butyldimethylsilyl)-β-D-ribofuranosyl)-9H-purine; With bis-triphenylphosphine-palladium(II) chloride; tri-n-butyl-tin hydride; In tetrahydrofuran; at 23 ℃; for 2h; Inert atmosphere;

With trifluoroacetic acid; In tetrahydrofuran; at 23 ℃; for 1h; Inert atmosphere;
DOI:10.1135/cccc2009563

Reference yield:

: 591-50-4
iodobenzene

: 188117-96-6
2',3',5'-tri-O-(tert-butyldimethylsilyl)-6-vinylnebularine

: 646522-20-5
(E)-6-(phenylethenyl)-9-(O,O,O-tris(tert-butyldimethylsilyl)-α-D-ribofuranosyl)-9H-purine

Guidance literature:: With palladium diacetate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 60 ℃; for 15h;
DOI:10.1016/S0960-894X(03)00011-8

Reference yield:

: 1233765-82-6
6-(phenylethynyl)-9-(O,O,O-tris(tert-butyldimethylsilyl)-β-D-ribofuranosyl)-9H-purine

: 1233765-91-7
(Z)-6-(phenylethenyl)-9-(O,O,O-tris(tert-butyldimethylsilyl)-α-D-ribofuranosyl)-9H-purine

: 646522-20-5
(E)-6-(phenylethenyl)-9-(O,O,O-tris(tert-butyldimethylsilyl)-α-D-ribofuranosyl)-9H-purine

Guidance literature:: 6-(phenylethynyl)-9-(O,O,O-tris(tert-butyldimethylsilyl)-β-D-ribofuranosyl)-9H-purine; With bis-triphenylphosphine-palladium(II) chloride; tri-n-butyl-tin hydride; In tetrahydrofuran; at 23 ℃; for 2h; Inert atmosphere;

With acetic acid; In tetrahydrofuran; methanol; at 23 ℃; for 1h; optical yield given as %de; Inert atmosphere;
DOI:10.1135/cccc2009563