5'-O-(4,4'-dimethoxytrityl)-6-O-(4-nitrophenylethyl)-2-N-[tris(N,N',N''-trifluoroacetyl)-4,9,13-triazatridecane-1-yl]-2'-deoxyguanosine

Base Information

Chemical Name:5'-O-(4,4'-dimethoxytrityl)-6-O-(4-nitrophenylethyl)-2-N-[tris(N,N',N''-trifluoroacetyl)-4,9,13-triazatridecane-1-yl]-2'-deoxyguanosine
CAS No.:259141-10-1
Molecular Formula:C₅₅H₅₈F₉N₉O₁₁
Molecular Weight:1192.1
Hs Code.:

Synonyms:5'-O-(4,4'-dimethoxytrityl)-6-O-(4-nitrophenylethyl)-2-N-[tris(N,N',N''-trifluoroacetyl)-4,9,13-triazatridecane-1-yl]-2'-deoxyguanosine

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Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-6-O-(4-nitrophenylethyl)-2-N-[tris(N,N',N''-trifluoroacetyl)-4,9,13-triazatridecane-1-yl]-2'-deoxyguanosine

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-6-O-(4-nitrophenylethyl)-2-N-[tris(N,N',N''-trifluoroacetyl)-4,9,13-triazatridecane-1-yl]-2'-deoxyguanosine

There total 14 articles about 5'-O-(4,4'-dimethoxytrityl)-6-O-(4-nitrophenylethyl)-2-N-[tris(N,N',N''-trifluoroacetyl)-4,9,13-triazatridecane-1-yl]-2'-deoxyguanosine 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: 64.0%

: 383-63-1
ethyl trifluoroacetate,

: 259141-09-8
5'-O-(4,4'-dimethoxytrityl)-6-O-(4-nitrophenylethyl)-2-N-(4,9,13-triazatridecane-1-yl)-2'-deoxyguanosine

: 259141-10-1
5'-O-(4,4'-dimethoxytrityl)-6-O-(4-nitrophenylethyl)-2-N-[tris(N,N',N''-trifluoroacetyl)-4,9,13-triazatridecane-1-yl]-2'-deoxyguanosine

Guidance literature:: With N,N,N',N'-tetramethylguanidine; In methanol; at 20 ℃; for 17h;
DOI:10.1002/1521-3765(20001117)6:22<4188::AID-CHEM4188>3.0.CO;2-N

Reference yield:

: 100-27-6
2-(4-nitrophenyl)ethanol

: 259141-10-1
5'-O-(4,4'-dimethoxytrityl)-6-O-(4-nitrophenylethyl)-2-N-[tris(N,N',N''-trifluoroacetyl)-4,9,13-triazatridecane-1-yl]-2'-deoxyguanosine

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / PPh₃; DEAD / dioxane / 24 h

2: 75 percent / poly[4-vinylpyridinium poly(hydrogen fluoride)]; t-BuONO / toluene / -65 - -5 °C

3: 88 percent / TEA*3HF / tetrahydrofuran / 17 h / 20 °C

4: 76 percent / pyridine / 17 h

5: 77 percent / methanol / 4 h / 55 °C

6: 64 percent / 1,1,3,3-tetramethylguanidine / methanol / 17 h / 20 °C

With pyridine; tert.-butylnitrite; poly[4-vinylpyridinium poly(hydrogen fluoride)]; triethylamine tris(hydrogen fluoride); triphenylphosphine; diethylazodicarboxylate; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; 1,4-dioxane; methanol; toluene;
DOI:10.1002/1521-3765(20001117)6:22<4188::AID-CHEM4188>3.0.CO;2-N

Reference yield:

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 259141-10-1
5'-O-(4,4'-dimethoxytrityl)-6-O-(4-nitrophenylethyl)-2-N-[tris(N,N',N''-trifluoroacetyl)-4,9,13-triazatridecane-1-yl]-2'-deoxyguanosine

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / pyridine / 17 h

2: 77 percent / methanol / 4 h / 55 °C

3: 64 percent / 1,1,3,3-tetramethylguanidine / methanol / 17 h / 20 °C

With pyridine; N,N,N',N'-tetramethylguanidine; In methanol;
DOI:10.1002/1521-3765(20001117)6:22<4188::AID-CHEM4188>3.0.CO;2-N