N⁶-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-β-D-glycero-pent-3'-enofuranosyl>adenine

Base Information

• Chemical Name: N⁶-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-β-D-glycero-pent-3'-enofuranosyl>adenine
• CAS No.: 132849-80-0
• Molecular Formula: C₂₃H₂₉N₅O₄Si
• Molecular Weight: 467.6

Synonyms:N⁶-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-β-D-glycero-pent-3'-enofuranosyl>adenine

Chemical Property of N⁶-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-β-D-glycero-pent-3'-enofuranosyl>adenine

Chemical Property:

Purity/Quality:

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Technology Process of N⁶-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-β-D-glycero-pent-3'-enofuranosyl>adenine

There total 12 articles about N⁶-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-β-D-glycero-pent-3'-enofuranosyl>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: 74.0%

N6-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-5'-O-(monomethoxytrityl)-β-D-glycero-pent-3'-enofuranosyl>adenine (132849-77-5) → N6-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-β-D-glycero-pent-3'-enofuranosyl>adenine (132849-80-0)

Guidance literature:

With acetic acid; at 4 ℃; for 16h;

DOI:10.1002/hlca.19910740104

Reference yield:

adenosine (58-61-7) → N6-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-β-D-glycero-pent-3'-enofuranosyl>adenine (132849-80-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 2.) 1 percent HCl/MeOH / 1.) MeCN, r.t., 40 min, 2.) r.t., 8 d

3: 80 percent / pyridine / 48 h / Ambient temperature

4: 81 percent / imidazole, pyridine / 48 h / Ambient temperature

5: 80 percent / DBU, pyridine / 24 h / Ambient temperature

6: 74 percent / 80 percent aq. AcOH / 16 h / 4 °C

With pyridine; 1H-imidazole; hydrogenchloride; methanol; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene;

DOI:10.1002/hlca.19910740104

Reference yield:

N6,N6-Dibenzoyl-9-(3'-deoxy-3'-iodo-β-D-xylofuranosyl)adenine (132849-59-3) → N6-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-β-D-glycero-pent-3'-enofuranosyl>adenine (132849-80-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / imidazole / methanol / 168 h / Ambient temperature

2: 84 percent / pyridine / 41 h / Ambient temperature

3: 88 percent / imidazole, pyridine / 29 h / Ambient temperature

4: 49 percent / DBU, pyridine / 24 h / Ambient temperature

5: 74 percent / 80 percent aq. AcOH / 16 h / 4 °C

With pyridine; 1H-imidazole; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol;

DOI:10.1002/hlca.19910740104

upstream raw materials:

N⁶-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-5'-O-(monomethoxytrityl)-β-D-glycero-pent-3'-enofuranosyl>adenine

(2R,3S,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-bromo-5(hydroxymethyl)tetrahydrofuran-3-ol

N⁶-Benzoyl-9-(3'-bromo-3'-deoxy-β-D-xylofuranosyl)adenine

N⁶-Benzoyl-9-(3'-deoxy-3'-iodo-β-D-xylofuranosyl)adenine

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