N⁶-benzoyl-9-[(2'S,3'R)-3'-tert-butyldimethylsiloxy-2'-hydroxy-4'-(4,4'-dimethoxytrityloxy)butyl]adenine

Base Information

• Chemical Name: N⁶-benzoyl-9-[(2'S,3'R)-3'-tert-butyldimethylsiloxy-2'-hydroxy-4'-(4,4'-dimethoxytrityloxy)butyl]adenine
• CAS No.: 765912-09-2
• Molecular Formula: C₄₃H₄₉N₅O₆Si
• Molecular Weight: 759.977

Synonyms:N⁶-benzoyl-9-[(2'S,3'R)-3'-tert-butyldimethylsiloxy-2'-hydroxy-4'-(4,4'-dimethoxytrityloxy)butyl]adenine

Chemical Property of N⁶-benzoyl-9-[(2'S,3'R)-3'-tert-butyldimethylsiloxy-2'-hydroxy-4'-(4,4'-dimethoxytrityloxy)butyl]adenine

Chemical Property:

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Technology Process of N⁶-benzoyl-9-[(2'S,3'R)-3'-tert-butyldimethylsiloxy-2'-hydroxy-4'-(4,4'-dimethoxytrityloxy)butyl]adenine

There total 7 articles about N⁶-benzoyl-9-[(2'S,3'R)-3'-tert-butyldimethylsiloxy-2'-hydroxy-4'-(4,4'-dimethoxytrityloxy)butyl]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: 35.0%

tert-butyldimethylsilyl chloride (18162-48-6) + N6-benzoyl-9-[(2'S,3'R)-2',3'-dihydroxy-4'-(4,4'-dimethoxytrityloxy)butyl]adenine (765912-07-0) → N6-benzoyl-9-[(2'S,3'R)-3'-tert-butyldimethylsiloxy-2'-hydroxy-4'-(4,4'-dimethoxytrityloxy)butyl]adenine (765912-09-2) + N6-benzoyl-9-[(2'S,3'R)-2'-tert-butyldimethylsiloxy-3'-hydroxy-4'-(4,4'-dimethoxytrityloxy)butyl]adenine (765912-08-1)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmcl.2004.06.071

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → N6-benzoyl-9-[(2'S,3'R)-3'-tert-butyldimethylsiloxy-2'-hydroxy-4'-(4,4'-dimethoxytrityloxy)butyl]adenine (765912-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / pyridine / 18 h / 20 °C

2: 35 percent / imidazole / dimethylformamide / 13 h / 20 °C

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1080/15257770600684175

Reference yield:

N6-benzoyl-9-[(2'S,3'R)-2',3',4'-trihydroxybutyl]adenine (765912-05-8) → N6-benzoyl-9-[(2'S,3'R)-3'-tert-butyldimethylsiloxy-2'-hydroxy-4'-(4,4'-dimethoxytrityloxy)butyl]adenine (765912-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / pyridine / 18 h / 20 °C

2: 35 percent / imidazole / dimethylformamide / 13 h / 20 °C

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1080/15257770600684175

upstream raw materials:

tert-butyldimethylsilyl chloride

N⁶-benzoyl-9-[(2'S,3'R)-2',3'-dihydroxy-4'-(4,4'-dimethoxytrityloxy)butyl]adenine

C₆H₅COC₅H₃N₅CH₂C₂H₂O₂C(CH₃)2CH₂OH

4,4'-dimethoxytrityl chloride

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