N⁴-{[4-(tert-butyl)phenoxy]acetyl}-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine

Base Information

• Chemical Name: N⁴-{[4-(tert-butyl)phenoxy]acetyl}-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine
• CAS No.: 149989-44-6
• Molecular Formula: C₄₂H₄₅N₃O₈
• Molecular Weight: 719.835

Synonyms:N⁴-{[4-(tert-butyl)phenoxy]acetyl}-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine

Chemical Property of N⁴-{[4-(tert-butyl)phenoxy]acetyl}-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine

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Technology Process of N⁴-{[4-(tert-butyl)phenoxy]acetyl}-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine

There total 1 articles about N⁴-{[4-(tert-butyl)phenoxy]acetyl}-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine 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: 72.0%

C45H49N4O10P → N4-{[4-(tert-butyl)phenoxy]acetyl}-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine (149989-44-6)

Guidance literature:

With potassium fluoride; In methanol; for 48h; Ambient temperature;

DOI:10.1016/S0040-4039(00)76822-5

Reference yield: 90.0%

bis(diisopropylamino)chlorophosphine (56183-63-2) + N4-{[4-(tert-butyl)phenoxy]acetyl}-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine (149989-44-6) → 5'-O-dimethoxytrityl-N6-tert-butylphenoxyacetyl-2'-deoxyribocytidine 3'-O-N,N,N',N'-tetrakis(1-methylethyl)phosphorodiamidite

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.5b01512

Reference yield: 74.0%

N4-{[4-(tert-butyl)phenoxy]acetyl}-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine (149989-44-6) + 3-{[2-(2-nitrophenyl)propoxy]carbonyl}-1-methyl-1H-imidazolium chloride → N4-{[4-(tert-butyl)phenoxy]acetyl}-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-3'-O-{[2-(2-nitrophenyl)propoxy]carbonyl}cytidine

Guidance literature:

With 4 A molecular sieve; In dichloromethane; at 0 ℃;

DOI:10.1002/1522-2675(20010711)84:7<2089::AID-HLCA2089>3.0.CO;2-0

Downstream raw materials:

N⁴-{[4-(tert-butyl)phenoxy]acetyl}-2'-deoxy-3'-O-{[2-(2-nitrophenyl)propoxy]carbonyl}cytidine

5'-O-dimethoxytrityl-N₄-tert-butylphenoxyacetyl-2'-deoxyribocytidine 3'-O-ethynylphosphinoamidite

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