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

Base Information

• Chemical Name: (3'-(2-cyanoethyldiisopropyl)phosphoramidite)-O^5'-dimethoxytrityl-N²-DMF-2-aminothieno[3,4-d]pyrimidine G mimic deoxynucleoside
• CAS No.: 1542574-90-2
• Molecular Formula: C₄₄H₅₃N₆O₇PS
• Molecular Weight: 840.981

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

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

Chemical Property:

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

There total 5 articles about (3'-(2-cyanoethyldiisopropyl)phosphoramidite)-O^5'-dimethoxytrityl-N²-DMF-2-aminothieno[3,4-d]pyrimidine G mimic deoxynucleoside 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: 56.0%

O5'-(4,4’-dimethoxytrityl)-N2-(dimethylformamidine)-2-aminothieno[3,4-d]pyrimidine (1542574-89-9) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → (3'-(2-cyanoethyldiisopropyl)phosphoramidite)-O5'-dimethoxytrityl-N2-DMF-2-aminothieno[3,4-d]pyrimidine G mimic deoxynucleoside (1542574-90-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1021/ja513107r

Reference yield:

C14H18N4O5S → (3'-(2-cyanoethyldiisopropyl)phosphoramidite)-O5'-dimethoxytrityl-N2-DMF-2-aminothieno[3,4-d]pyrimidine G mimic deoxynucleoside (1542574-90-2)

Guidance literature:

Multi-step reaction with 6 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

6: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C

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

DOI:10.1021/ja513107r

Reference yield:

C33H48N4O7S2Si2 → (3'-(2-cyanoethyldiisopropyl)phosphoramidite)-O5'-dimethoxytrityl-N2-DMF-2-aminothieno[3,4-d]pyrimidine G mimic deoxynucleoside (1542574-90-2)

Guidance literature:

Multi-step reaction with 4 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

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C

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

DOI:10.1021/ja513107r

upstream raw materials:

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

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

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