C₆H₅COC₅H₃N₅CH₂C₂H₂O₂C(CH₃)2CH₂OH

Base Information

• Chemical Name: C₆H₅COC₅H₃N₅CH₂C₂H₂O₂C(CH₃)2CH₂OH
• CAS No.: 765912-04-7
• Molecular Formula: C₁₉H₂₁N₅O₄
• Molecular Weight: 383.407
• Mol file: 765912-04-7.mol

Synonyms:

Chemical Property of C₆H₅COC₅H₃N₅CH₂C₂H₂O₂C(CH₃)2CH₂OH

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₆H₅COC₅H₃N₅CH₂C₂H₂O₂C(CH₃)2CH₂OH

There total 1 articles about C₆H₅COC₅H₃N₅CH₂C₂H₂O₂C(CH₃)2CH₂OH 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:

benzoyl chloride (98-88-4) + 9-[(2'S,3'R)-4'-hydroxy-2',3'-isopropylidenedioxybutyl]adenine (81739-09-5) → C6H5COC5H3N5CH2C2H2O2C(CH3)2CH2OH (765912-04-7)

Guidance literature:

9-[(2'S,3'R)-4'-hydroxy-2',3'-isopropylidenedioxybutyl]adenine; With pyridine; chloro-trimethyl-silane; at 20 ℃; for 2h;

benzoyl chloride; With pyridine; at 20 ℃; for 3h; Further stages.;

DOI:10.1080/15257770600684175

Reference yield:

C6H5COC5H3N5CH2C2H2O2C(CH3)2CH2OH (765912-04-7) → N6-benzoyl-9-[(2'S,3'R)-2',3',4'-trihydroxybutyl]adenine (765912-05-8)

Guidance literature:

With acetic acid; at 60 ℃; for 23h;

DOI:10.1080/15257770600684175

Reference yield:

C6H5COC5H3N5CH2C2H2O2C(CH3)2CH2OH (765912-04-7) → N6-benzoyl-9-[(2'S,3'R)-3'-tert-butyldimethylsiloxy-4'-(4,4'-dimethoxytrityloxy)butyl]adenine 2'-O-[O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite]

Guidance literature:

Multi-step reaction with 4 steps

1: 376 mg / aq. AcOH / 23 h / 60 °C

2: 94 percent / pyridine / 18 h / 20 °C

3: 35 percent / imidazole / dimethylformamide / 13 h / 20 °C

4: 65 percent / ethyldiisopropylamine / tetrahydrofuran / 5 h / 20 °C

With pyridine; 1H-imidazole; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1080/15257770600684175

upstream raw materials:

benzoyl chloride

9-[(2'S,3'R)-4'-hydroxy-2',3'-isopropylidenedioxybutyl]adenine

Downstream raw materials:

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

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

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

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