N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-β-D-xylofuranosyl)adenine

Base Information

Chemical Name:N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-β-D-xylofuranosyl)adenine
CAS No.:252000-88-7
Molecular Formula:C₂₄H₃₃N₅O₅Si
Molecular Weight:499.642
Hs Code.:

N<sup>6</sup>-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-β-D-xylofuranosyl)adenine

Synonyms:N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-β-D-xylofuranosyl)adenine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-β-D-xylofuranosyl)adenine

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Technology Process of N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-β-D-xylofuranosyl)adenine

There total 6 articles about N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-β-D-xylofuranosyl)adenine 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: 81.0%

: 252000-86-5
N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-5-O-trityl-β-D-xylofuranosyl)adenine

: 252000-88-7
N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-β-D-xylofuranosyl)adenine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/ja992608h

Reference yield:

: 28990-73-0
9-(2-O-methyl-5-O-trityl-β-D-ribofluranosyl)adenine

: 252000-88-7
N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-β-D-xylofuranosyl)adenine

Guidance literature:: Multi-step reaction with 5 steps

1: CrO₃; Ac₂O; pyridine / CH₂Cl₂ / 0 °C

2: NaBH₄; AcOH / 12 h / 4 °C

3: imidazole / dimethylformamide / 15 h / 20 °C

4: pyridine / 3 h / 20 °C

5: 81 percent / 80 percent aq. TFA / CH₂Cl₂ / 1 h / 20 °C

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; acetic anhydride; acetic acid; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; 1: Oxidation / 2: Reduction / 3: silylation / 4: Acylation / 5: trityl deprotection;
DOI:10.1021/ja992608h

Reference yield:

: 2140-79-6
2'-O-methyl adenosine

: 252000-88-7
N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-β-D-xylofuranosyl)adenine

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / pyridine / 12 h / 60 °C

2: CrO₃; Ac₂O; pyridine / CH₂Cl₂ / 0 °C

3: NaBH₄; AcOH / 12 h / 4 °C

4: imidazole / dimethylformamide / 15 h / 20 °C

5: pyridine / 3 h / 20 °C

6: 81 percent / 80 percent aq. TFA / CH₂Cl₂ / 1 h / 20 °C

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; acetic anhydride; acetic acid; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; 1: Etherification / 2: Oxidation / 3: Reduction / 4: silylation / 5: Acylation / 6: trityl deprotection;
DOI:10.1021/ja992608h