2,N⁶-dimethyl-N⁶-benzoyl-9-<5'-O-(tert-butyldimethylsilyl)-3'-O-xanthyl-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl>adenine

Base Information

• Chemical Name: 2,N⁶-dimethyl-N⁶-benzoyl-9-<5'-O-(tert-butyldimethylsilyl)-3'-O-xanthyl-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl>adenine
• CAS No.: 132723-08-1
• Molecular Formula: C₂₇H₃₆FN₅O₄S₂Si
• Molecular Weight: 605.83

Synonyms:2,N⁶-dimethyl-N⁶-benzoyl-9-<5'-O-(tert-butyldimethylsilyl)-3'-O-xanthyl-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl>adenine

Chemical Property of 2,N⁶-dimethyl-N⁶-benzoyl-9-<5'-O-(tert-butyldimethylsilyl)-3'-O-xanthyl-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl>adenine

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 2,N⁶-dimethyl-N⁶-benzoyl-9-<5'-O-(tert-butyldimethylsilyl)-3'-O-xanthyl-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl>adenine

There total 4 articles about 2,N⁶-dimethyl-N⁶-benzoyl-9-<5'-O-(tert-butyldimethylsilyl)-3'-O-xanthyl-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl>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:

2-methyl-9-<5'-O-(tert-butyldimethylsilyl)-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl>adenine (132723-06-9) → 2,N6-dimethyl-N6-benzoyl-9-<5'-O-(tert-butyldimethylsilyl)-3'-O-xanthyl-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl>adenine (132723-08-1)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 2 h / 0 °C

2: 2 N NaOH / 0.5 h / 0 °C

3: 1.) sodium hydride / 1.) DMF, 0 deg C, 30 min, 2.) DMF, 0 deg C, 20 min

With pyridine; sodium hydroxide; sodium hydride;

DOI:10.1021/jm00109a018

Reference yield:

N-Benzoyl-N-{9-[(2R,3S,4R,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-4-hydroxy-tetrahydro-furan-2-yl]-2-methyl-9H-purin-6-yl}-benzamide → 2,N6-dimethyl-N6-benzoyl-9-<5'-O-(tert-butyldimethylsilyl)-3'-O-xanthyl-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl>adenine (132723-08-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 2 N NaOH / 0.5 h / 0 °C

2: 1.) sodium hydride / 1.) DMF, 0 deg C, 30 min, 2.) DMF, 0 deg C, 20 min

With sodium hydroxide; sodium hydride;

DOI:10.1021/jm00109a018

Reference yield:

benzoyl chloride (98-88-4) → 2,N6-dimethyl-N6-benzoyl-9-<5'-O-(tert-butyldimethylsilyl)-3'-O-xanthyl-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl>adenine (132723-08-1)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 2 h / 0 °C

2: 2 N NaOH / 0.5 h / 0 °C

3: 1.) sodium hydride / 1.) DMF, 0 deg C, 30 min, 2.) DMF, 0 deg C, 20 min

With pyridine; sodium hydroxide; sodium hydride;

DOI:10.1021/jm00109a018

upstream raw materials:

carbon disulfide

2-methyl-N⁶-benzoyl-9-<2'-deoxy-5'-O-(tert-butyldimethylsilyl)-2'-fluoro-β-D-arabinofuranosyl>adenine

methyl iodide

2-methyl-9-<5'-O-(tert-butyldimethylsilyl)-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl>adenine

Downstream raw materials:

2,N⁶-dimethyl-N⁶-benzoyl-9-<5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxy-2'-fluoro-β-D-arabinofuranosyl>adenine

2,N⁶-dimethyl-9-(2',3'-dideoxy-2'-fluoro-β-D-arabinofuranosyl)adenine

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