N²-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine 3'-N,N-diisopropylphosphoramidite

Base Information

• Chemical Name: N²-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine 3'-N,N-diisopropylphosphoramidite
• CAS No.: 141411-21-4
• Molecular Formula: C₄₃H₅₅N₆O₈P
• Molecular Weight: 814.919

Synonyms:N²-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine 3'-N,N-diisopropylphosphoramidite

Chemical Property of N²-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine 3'-N,N-diisopropylphosphoramidite

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Technology Process of N²-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine 3'-N,N-diisopropylphosphoramidite

There total 6 articles about N²-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine 3'-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: 70.0%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + N2-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine (141437-72-1) → N2-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine 3'-N,N-diisopropylphosphoramidite (141411-21-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.666667h; Ambient temperature;

DOI:10.1021/jo00037a048

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → N2-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine 3'-N,N-diisopropylphosphoramidite (141411-21-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / pyridine / 18 h / Ambient temperature

2: 62 percent / 1.) NaOEt / 1.) EtOH, r. t., 20 min, 2.) reflux, 30 min

3: 100 percent / dimethylformamide / 5 h / Ambient temperature

4: 70 percent / diisopropylethylamine / CH₂Cl₂ / 0.67 h / Ambient temperature

With pyridine; sodium ethanolate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00037a048

Reference yield:

2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine (133648-45-0) → N2-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine 3'-N,N-diisopropylphosphoramidite (141411-21-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / dimethylformamide / 5 h / Ambient temperature

2: 70 percent / diisopropylethylamine / CH₂Cl₂ / 0.67 h / Ambient temperature

With N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00037a048

upstream raw materials:

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

N²-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine

4,4'-dimethoxytrityl chloride

1,3,2'-O-trimethylpseudouridine

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