2',3'-isopropylidene-5'-(5-((tert-butyldiphenylsilyl)oxy)-1-phenyl-1-pentyn-3-yl)-5'-deoxyadenosine

Base Information

Chemical Name:2',3'-isopropylidene-5'-(5-((tert-butyldiphenylsilyl)oxy)-1-phenyl-1-pentyn-3-yl)-5'-deoxyadenosine
CAS No.:126616-55-5
Molecular Formula:C₄₀H₄₅N₅O₄Si
Molecular Weight:687.914
Hs Code.:

Synonyms:2',3'-isopropylidene-5'-(5-((tert-butyldiphenylsilyl)oxy)-1-phenyl-1-pentyn-3-yl)-5'-deoxyadenosine

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Chemical Property of 2',3'-isopropylidene-5'-(5-((tert-butyldiphenylsilyl)oxy)-1-phenyl-1-pentyn-3-yl)-5'-deoxyadenosine

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Technology Process of 2',3'-isopropylidene-5'-(5-((tert-butyldiphenylsilyl)oxy)-1-phenyl-1-pentyn-3-yl)-5'-deoxyadenosine

There total 5 articles about 2',3'-isopropylidene-5'-(5-((tert-butyldiphenylsilyl)oxy)-1-phenyl-1-pentyn-3-yl)-5'-deoxyadenosine 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: 94.0%

: 126616-54-4
N⁶-benzoyl-2',3'-isopropylidene-5'-(5-((tert-butyldiphenylsilyl)oxy)-1-phenyl-1-pentyn-3-yl)-5'-deoxyadenosine

: 126616-55-5
2',3'-isopropylidene-5'-(5-((tert-butyldiphenylsilyl)oxy)-1-phenyl-1-pentyn-3-yl)-5'-deoxyadenosine

Guidance literature:: With ammonium hydroxide; In methanol; for 18h; Ambient temperature;
DOI:10.1021/jo00297a034

Reference yield:

: 126616-46-4
N⁶-benzoyl-2',3'-isopropylidene-5'-(2-hydroxytetrahydrofuran-3-yl)-5'-deoxyadenosine

: 126616-55-5
2',3'-isopropylidene-5'-(5-((tert-butyldiphenylsilyl)oxy)-1-phenyl-1-pentyn-3-yl)-5'-deoxyadenosine

Guidance literature:: Multi-step reaction with 4 steps

1: 39 percent / imidazole / dimethylformamide; hexamethylphosphoric acid triamide / 1.33 h / 50 °C

2: 31 percent / potassium tert-butoxide / tetrahydrofuran / -78 °C / a) 15 min b) 5 h

3: 78 percent / CuI, Et₃N / PdCl₂(PPh₃)2 / a) 50 deg C, 3 h b) room temp., overnight

4: 94 percent / NH₄OH / methanol / 18 h / Ambient temperature

With 1H-imidazole; ammonium hydroxide; copper(l) iodide; potassium tert-butylate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide;
DOI:10.1021/jo00297a034

Reference yield:

: 126616-48-6
N⁶-benzoyl-2',3'-isopropylidene-5'-(1-formyl-3-((tert-butyldiphenylsilyl)oxy)-1-propyl)-5'-deoxyadenosine

: 126616-55-5
2',3'-isopropylidene-5'-(5-((tert-butyldiphenylsilyl)oxy)-1-phenyl-1-pentyn-3-yl)-5'-deoxyadenosine

Guidance literature:: Multi-step reaction with 3 steps

1: 31 percent / potassium tert-butoxide / tetrahydrofuran / -78 °C / a) 15 min b) 5 h

2: 78 percent / CuI, Et₃N / PdCl₂(PPh₃)2 / a) 50 deg C, 3 h b) room temp., overnight

3: 94 percent / NH₄OH / methanol / 18 h / Ambient temperature

With ammonium hydroxide; copper(l) iodide; potassium tert-butylate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol;
DOI:10.1021/jo00297a034