methyl N-{2-[N'⁶-(4-methoxytrityl)-adenin-9-yl]-acetyl}-N-{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexyliden)ethylamino]ethyl}glycinate

Base Information

• Chemical Name: methyl N-{2-[N'⁶-(4-methoxytrityl)-adenin-9-yl]-acetyl}-N-{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexyliden)ethylamino]ethyl}glycinate
• CAS No.: 864776-34-1
• Molecular Formula: C₄₂H₄₅N₇O₆
• Molecular Weight: 743.863

Synonyms:methyl N-{2-[N'⁶-(4-methoxytrityl)-adenin-9-yl]-acetyl}-N-{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexyliden)ethylamino]ethyl}glycinate

Chemical Property of methyl N-{2-[N'⁶-(4-methoxytrityl)-adenin-9-yl]-acetyl}-N-{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexyliden)ethylamino]ethyl}glycinate

Chemical Property:

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Technology Process of methyl N-{2-[N'⁶-(4-methoxytrityl)-adenin-9-yl]-acetyl}-N-{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexyliden)ethylamino]ethyl}glycinate

There total 7 articles about methyl N-{2-[N'⁶-(4-methoxytrityl)-adenin-9-yl]-acetyl}-N-{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexyliden)ethylamino]ethyl}glycinate 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:

[N6-(4-methoxytrityl)-adenin-9-yl]-acetic acid (172405-51-5) + methyl N-{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexyliden)-ethylamino]-ethyl}-glycinate (861857-04-7) → methyl N-{2-[N'6-(4-methoxytrityl)-adenin-9-yl]-acetyl}-N-{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexyliden)ethylamino]ethyl}glycinate (864776-34-1)

Guidance literature:

With PyPrOP; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 15h;

DOI:10.1021/ol049905y

Reference yield:

2-(1-hydroxyethylidene)-5,5-dimethylcyclohexane-1,3-dione (94142-97-9) → methyl N-{2-[N'6-(4-methoxytrityl)-adenin-9-yl]-acetyl}-N-{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexyliden)ethylamino]ethyl}glycinate (864776-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / N,N-diisopropyl-N-ethylamine / CH₂Cl₂; methanol / 16 h / 20 °C

2: bromo-tris-pyrrolidino-phosphonium hexafluorophosphate; N,N-diisopropyl-N-ethyl / dimethylformamide / 2 h / 25 °C

With N,N-diisopropyl-N-ethyl; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.06.003

Reference yield:

methyl2-(2-aminoethylamino)acetate (101558-80-9) → methyl N-{2-[N'6-(4-methoxytrityl)-adenin-9-yl]-acetyl}-N-{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexyliden)ethylamino]ethyl}glycinate (864776-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / DIPEA / CH₂Cl₂; methanol / 15 h

2: PyPrOP; NEt(iPr)2 / dimethylformamide / 15 h

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

DOI:10.1021/ol049905y

upstream raw materials:

[N⁶-(4-methoxytrityl)-adenin-9-yl]-acetic acid

methyl N-{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexyliden)-ethylamino]-ethyl}-glycinate

ethyl 2-(9H-adenin-9-yl)acetate

2-(1-hydroxyethylidene)-5,5-dimethylcyclohexane-1,3-dione

Downstream raw materials:

N-{2-[N'⁶-(4-methoxytrityl)-adenin-9-yl]-acetyl}-N-{2-[1-(4,4-dimethyl-2,6-dioxo-cyclohexyliden)ethylamino]ethyl}glycine

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