N2-[(dimethylamino)methylene]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Base Information

• Chemical Name: N2-[(dimethylamino)methylene]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
• CAS No.: 1391913-22-6
• Molecular Formula: C₃₄H₃₅FN₆O₆
• Molecular Weight: 642.687

Synonyms:N2-[(dimethylamino)methylene]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Chemical Property of N2-[(dimethylamino)methylene]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

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Technology Process of N2-[(dimethylamino)methylene]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

There total 2 articles about N2-[(dimethylamino)methylene]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine 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: 82.0%

N2-[(dimethylamino)methylene]-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine (1391913-21-5) + 4,4'-dimethoxytrityl chloride (40615-36-9) → N2-[(dimethylamino)methylene]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine (1391913-22-6)

Guidance literature:

With pyridine; at 20 ℃; for 6h;

DOI:10.1002/anie.201109004

Reference yield:

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine (103884-98-6) → N2-[(dimethylamino)methylene]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine (1391913-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 6 h / 70 °C

2: pyridine / 6 h / 20 °C

With pyridine;

DOI:10.1002/anie.201109004

Reference yield: 65.0%

N2-[(dimethylamino)methylene]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine (1391913-22-6) + N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) → N2-[(dimethylamino)methylene]-3'-O-[(N,N-diisopropylamino)-2-cyanoethoxyphosphinyl]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine (1391913-24-8)

Guidance literature:

With 1H-tetrazole; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1002/anie.201109004

upstream raw materials:

N2-[(dimethylamino)methylene]-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

4,4'-dimethoxytrityl chloride

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Downstream raw materials:

N2-[(dimethylamino)methylene]-3'-O-[(N,N-diisopropylamino)-2-cyanoethoxyphosphinyl]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

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