5'-O-(4,4'-dimethoxytrityl)-6-N-(6-nitroveratryloxycarbonyl)-2'-deoxyadenosine 3'-O-(S-pivaloyl-2-thioethyl) N,N-diisopropylphosphoramidite

Base Information

Chemical Name:5'-O-(4,4'-dimethoxytrityl)-6-N-(6-nitroveratryloxycarbonyl)-2'-deoxyadenosine 3'-O-(S-pivaloyl-2-thioethyl) N,N-diisopropylphosphoramidite
CAS No.:243657-21-8
Molecular Formula:C₅₄H₆₆N₇O₁₃PS
Molecular Weight:1084.2
Hs Code.:

Synonyms:5'-O-(4,4'-dimethoxytrityl)-6-N-(6-nitroveratryloxycarbonyl)-2'-deoxyadenosine 3'-O-(S-pivaloyl-2-thioethyl) N,N-diisopropylphosphoramidite

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Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-6-N-(6-nitroveratryloxycarbonyl)-2'-deoxyadenosine 3'-O-(S-pivaloyl-2-thioethyl) N,N-diisopropylphosphoramidite

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-6-N-(6-nitroveratryloxycarbonyl)-2'-deoxyadenosine 3'-O-(S-pivaloyl-2-thioethyl) N,N-diisopropylphosphoramidite

There total 7 articles about 5'-O-(4,4'-dimethoxytrityl)-6-N-(6-nitroveratryloxycarbonyl)-2'-deoxyadenosine 3'-O-(S-pivaloyl-2-thioethyl) N,N-diisopropylphosphoramidite 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: 60.0%

: 200502-01-8
S-pivaloyl-2-thioethyl di(N,N-diisopropylamino)phosphoramidite

: 243657-08-1
5'-O-(4,4'-dimethoxytrityl)-6-N-(6-nitroveratryloxycarbonyl)-2'-deoxyadenosine

: 243657-21-8
5'-O-(4,4'-dimethoxytrityl)-6-N-(6-nitroveratryloxycarbonyl)-2'-deoxyadenosine 3'-O-(S-pivaloyl-2-thioethyl) N,N-diisopropylphosphoramidite

Guidance literature:: With N,N-diisopropylamine tetrazolide; In dichloromethane; at 20 ℃;
DOI:10.1021/jo990479h

Reference yield:

: 56183-63-2
bis(diisopropylamino)chlorophosphine

: 243657-21-8
5'-O-(4,4'-dimethoxytrityl)-6-N-(6-nitroveratryloxycarbonyl)-2'-deoxyadenosine 3'-O-(S-pivaloyl-2-thioethyl) N,N-diisopropylphosphoramidite

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / triethylamine / diethyl ether / 3 h / 20 °C

2: 60 percent / diisopropylammonium tetrazolide / CH₂Cl₂ / 20 °C

With N,N-diisopropylamine tetrazolide; triethylamine; In diethyl ether; dichloromethane; 1: Substitution / 2: Substitution;
DOI:10.1021/jo990479h

Reference yield:

: 42855-00-5
nitroveratryloxycarbonyl chloride

: 243657-21-8
5'-O-(4,4'-dimethoxytrityl)-6-N-(6-nitroveratryloxycarbonyl)-2'-deoxyadenosine 3'-O-(S-pivaloyl-2-thioethyl) N,N-diisopropylphosphoramidite

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / tetrahydrofuran / 0 - 20 °C

2: 63 percent / tetrahydrofuran / 20 - 70 °C

3: tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

4: 53 percent / pyridine / 20 °C

5: 60 percent / diisopropylammonium tetrazolide / CH₂Cl₂ / 20 °C

With pyridine; N,N-diisopropylamine tetrazolide; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane; 1: Acylation / 2: Acylation / 3: Hydrolysis / 4: Etherification / 5: Substitution;
DOI:10.1021/jo990479h