2'-O-(bis(2-methoxyethoxy)methyl)-5'-O-[bis(trimethylsiloxy)(cyclododecyloxy)silyl]-6-N-(4,4'-dimethoxytrityl)adenosine

Base Information

Chemical Name:2'-O-(bis(2-methoxyethoxy)methyl)-5'-O-[bis(trimethylsiloxy)(cyclododecyloxy)silyl]-6-N-(4,4'-dimethoxytrityl)adenosine
CAS No.:874889-88-0
Molecular Formula:C₅₆H₈₅N₅O₁₃Si₃
Molecular Weight:1120.57
Hs Code.:

Synonyms:2'-O-(bis(2-methoxyethoxy)methyl)-5'-O-[bis(trimethylsiloxy)(cyclododecyloxy)silyl]-6-N-(4,4'-dimethoxytrityl)adenosine

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Chemical Property of 2'-O-(bis(2-methoxyethoxy)methyl)-5'-O-[bis(trimethylsiloxy)(cyclododecyloxy)silyl]-6-N-(4,4'-dimethoxytrityl)adenosine

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Technology Process of 2'-O-(bis(2-methoxyethoxy)methyl)-5'-O-[bis(trimethylsiloxy)(cyclododecyloxy)silyl]-6-N-(4,4'-dimethoxytrityl)adenosine

There total 5 articles about 2'-O-(bis(2-methoxyethoxy)methyl)-5'-O-[bis(trimethylsiloxy)(cyclododecyloxy)silyl]-6-N-(4,4'-dimethoxytrityl)adenosine 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: 89.0%

: 874889-87-9
2'-O-(bis(2-methoxyethoxy)methyl)-6-N-(4,4'-dimethoxytrityl)-adenosine

: bis(trimethylsilyloxy)(cyclododecyloxy)silyl chloride

: 874889-88-0
2'-O-(bis(2-methoxyethoxy)methyl)-5'-O-[bis(trimethylsiloxy)(cyclododecyloxy)silyl]-6-N-(4,4'-dimethoxytrityl)adenosine

Guidance literature:: With 1H-imidazole; In tetrahydrofuran; at 0 ℃; for 3h;
DOI:10.1021/jo702070m

Reference yield:

: 874889-86-8
3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-6-N-(4,4'-dimethoxytrityl)-adenosine

: 874889-88-0
2'-O-(bis(2-methoxyethoxy)methyl)-5'-O-[bis(trimethylsiloxy)(cyclododecyloxy)silyl]-6-N-(4,4'-dimethoxytrityl)adenosine

Guidance literature:: Multi-step reaction with 3 steps

1: (4-tert-butyldimethylsiloxy)-3-penten-2-one; PPTS / CH₂Cl₂ / 20 h / Heating

2: 4.8 g / aq. HF; TEMED / acetonitrile / 19 h

3: 64 percent / imidazole / tetrahydrofuran / 3 h / 0 °C

With 1H-imidazole; N,N,N,N,-tetramethylethylenediamine; hydrogen fluoride; pyridinium p-toluenesulfonate; 2,4-pentane dione t butyl dimethyl silyl enol ether; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/ol052484f

Reference yield:

: (9-{(2R,3R,3aR,9aR)-3-[Bis-(2-methoxy-ethoxy)-methoxy]-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl}-9H-purin-6-yl)-[bis-(4-methoxy-phenyl)-phenyl-methyl]-amine

: 874889-88-0
2'-O-(bis(2-methoxyethoxy)methyl)-5'-O-[bis(trimethylsiloxy)(cyclododecyloxy)silyl]-6-N-(4,4'-dimethoxytrityl)adenosine

Guidance literature:: Multi-step reaction with 2 steps

1: 4.8 g / aq. HF; TEMED / acetonitrile / 19 h

2: 64 percent / imidazole / tetrahydrofuran / 3 h / 0 °C

With 1H-imidazole; N,N,N,N,-tetramethylethylenediamine; hydrogen fluoride; In tetrahydrofuran; acetonitrile;
DOI:10.1021/ol052484f