O^5'-(4,4’-dimethoxytrityl)-N²-(dimethylformamidine)-2-aminothieno[3,4-d]pyrimidine

Base Information

• Chemical Name: O^5'-(4,4’-dimethoxytrityl)-N²-(dimethylformamidine)-2-aminothieno[3,4-d]pyrimidine
• CAS No.: 1542574-89-9
• Molecular Formula: C₃₅H₃₆N₄O₆S
• Molecular Weight: 640.76

Synonyms:O^5'-(4,4’-dimethoxytrityl)-N²-(dimethylformamidine)-2-aminothieno[3,4-d]pyrimidine

Chemical Property of O^5'-(4,4’-dimethoxytrityl)-N²-(dimethylformamidine)-2-aminothieno[3,4-d]pyrimidine

Chemical Property:

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Technology Process of O^5'-(4,4’-dimethoxytrityl)-N²-(dimethylformamidine)-2-aminothieno[3,4-d]pyrimidine

There total 6 articles about O^5'-(4,4’-dimethoxytrityl)-N²-(dimethylformamidine)-2-aminothieno[3,4-d]pyrimidine 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: 50.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + N2-DMF-2-aminothieno[3,4-d]pyrimidine G mimic deoxynucleoside (1542574-87-7) → O5'-(4,4’-dimethoxytrityl)-N2-(dimethylformamidine)-2-aminothieno[3,4-d]pyrimidine (1542574-89-9)

Guidance literature:

With pyridine; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ja513107r

Reference yield:

C14H18N4O5S → O5'-(4,4’-dimethoxytrityl)-N2-(dimethylformamidine)-2-aminothieno[3,4-d]pyrimidine (1542574-89-9)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / 16 h / 0 - 20 °C / Inert atmosphere

2: dmap; pyridine / acetonitrile / 16 h / 20 °C / Inert atmosphere

3: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile); sodium / toluene / 2 h / 110 °C / Inert atmosphere

4: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 7 h / 0 - 20 °C / Inert atmosphere

5: pyridine / 16 h / 20 °C / Inert atmosphere

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; toluene; acetonitrile;

DOI:10.1021/ja513107r

Reference yield:

C33H48N4O7S2Si2 → O5'-(4,4’-dimethoxytrityl)-N2-(dimethylformamidine)-2-aminothieno[3,4-d]pyrimidine (1542574-89-9)

Guidance literature:

Multi-step reaction with 3 steps

1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile); sodium / toluene / 2 h / 110 °C / Inert atmosphere

2: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 7 h / 0 - 20 °C / Inert atmosphere

3: pyridine / 16 h / 20 °C / Inert atmosphere

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; toluene;

DOI:10.1021/ja513107r

upstream raw materials:

bis(4-methoxyphenyl)phenylmethyl methyl ether

4,4'-dimethoxytrityl chloride

N²-DMF-2-aminothieno[3,4-d]pyrimidine G mimic deoxynucleoside

Downstream raw materials:

(3'-(2-cyanoethyldiisopropyl)phosphoramidite)-O^5'-dimethoxytrityl-N²-DMF-2-aminothieno[3,4-d]pyrimidine G mimic deoxynucleoside

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