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

Base Information

• Chemical Name: N⁶-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-5'-O-(monomethoxytrityl)-β-D-glycero-pent-3'-enofuranosyl>adenine
• CAS No.: 132849-77-5
• Molecular Formula: C₄₃H₄₅N₅O₅Si
• Molecular Weight: 739.946

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

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

Chemical Property:

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

There total 12 articles about N⁶-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-5'-O-(monomethoxytrityl)-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: 80.0%

N6-Benzoyl-9-<3'-bromo-2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-5'-O-(monomethoxytrityl)-β-D-xylofuranosyl>adenine (132849-53-7) → N6-Benzoyl-9-<3'-deoxy-5'-O-(monomethoxytrityl)-β-D-glycero-pent-3'-enofuranosyl>adenine (132849-78-6) + N6-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-5'-O-(monomethoxytrityl)-β-D-glycero-pent-3'-enofuranosyl>adenine (132849-77-5)

Guidance literature:

With pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; for 24h; Ambient temperature;

DOI:10.1002/hlca.19910740104

Reference yield: 49.0%

N6-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-3'-iodo-5'-O-(monomethoxytrityl)-β-D-xylofuranosyl>adenine (132849-63-9) → N6-Benzoyl-9-<3'-deoxy-5'-O-(monomethoxytrityl)-β-D-glycero-pent-3'-enofuranosyl>adenine (132849-78-6) + N6-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-5'-O-(monomethoxytrityl)-β-D-glycero-pent-3'-enofuranosyl>adenine (132849-77-5)

Guidance literature:

With pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; for 24h; Ambient temperature;

DOI:10.1002/hlca.19910740104

Reference yield:

adenosine (58-61-7) → N6-Benzoyl-9-<2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-5'-O-(monomethoxytrityl)-β-D-glycero-pent-3'-enofuranosyl>adenine (132849-77-5)

Guidance literature:

Multi-step reaction with 5 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

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

DOI:10.1002/hlca.19910740104

upstream raw materials:

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

N⁶-Benzoyl-9-<3'-bromo-2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-5'-O-(monomethoxytrityl)-β-D-xylofuranosyl>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

Downstream raw materials:

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

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

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