5’-O-dimethoxytrityl-N²-tertbutylphenoxyacetyl-2’-deoxyriboguanosine 3’-O-ethynylphosphinoamidite

Base Information

• Chemical Name: 5’-O-dimethoxytrityl-N²-tertbutylphenoxyacetyl-2’-deoxyriboguanosine 3’-O-ethynylphosphinoamidite
• CAS No.: 1384953-16-5
• Molecular Formula: C₅₁H₅₉N₆O₈P
• Molecular Weight: 915.039

Synonyms:5’-O-dimethoxytrityl-N²-tertbutylphenoxyacetyl-2’-deoxyriboguanosine 3’-O-ethynylphosphinoamidite

Chemical Property of 5’-O-dimethoxytrityl-N²-tertbutylphenoxyacetyl-2’-deoxyriboguanosine 3’-O-ethynylphosphinoamidite

Chemical Property:

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Technology Process of 5’-O-dimethoxytrityl-N²-tertbutylphenoxyacetyl-2’-deoxyriboguanosine 3’-O-ethynylphosphinoamidite

There total 2 articles about 5’-O-dimethoxytrityl-N²-tertbutylphenoxyacetyl-2’-deoxyriboguanosine 3’-O-ethynylphosphinoamidite 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%

N2-(4-i-propylphenoxy)acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine + bis(N,N-diisopropylamino)ethynylphosphine (392234-39-8) → 5’-O-dimethoxytrityl-N2-tertbutylphenoxyacetyl-2’-deoxyriboguanosine 3’-O-ethynylphosphinoamidite (1384953-16-5)

Guidance literature:

With 1H-tetrazole; In dichloromethane; for 1h; Inert atmosphere;

DOI:10.1021/ja3026714

Reference yield:

bis(diisopropylamino)chlorophosphine (56183-63-2) → 5’-O-dimethoxytrityl-N2-tertbutylphenoxyacetyl-2’-deoxyriboguanosine 3’-O-ethynylphosphinoamidite (1384953-16-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran; diethyl ether / 1.25 h / 0 °C / Inert atmosphere

2: 1H-tetrazole / dichloromethane / 1 h / Inert atmosphere

With 1H-tetrazole; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Grignard reaction;

DOI:10.1021/ja3026714

upstream raw materials:

bis(diisopropylamino)chlorophosphine

bis(N,N-diisopropylamino)ethynylphosphine

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