5'-O-(dimethoxytrityl)-N²-isobutyryl-2'-O-(o-nitrobenzyl)-3'-thioguanosine

Base Information

Chemical Name:5'-O-(dimethoxytrityl)-N²-isobutyryl-2'-O-(o-nitrobenzyl)-3'-thioguanosine
CAS No.:1586816-13-8
Molecular Formula:C₄₂H₄₂N₆O₉S
Molecular Weight:806.896
Hs Code.:

5'-O-(dimethoxytrityl)-N<SUP>2</SUP>-isobutyryl-2'-O-(o-nitrobenzyl)-3'-thioguanosine

Synonyms:5'-O-(dimethoxytrityl)-N²-isobutyryl-2'-O-(o-nitrobenzyl)-3'-thioguanosine

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Chemical Property of 5'-O-(dimethoxytrityl)-N²-isobutyryl-2'-O-(o-nitrobenzyl)-3'-thioguanosine

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Technology Process of 5'-O-(dimethoxytrityl)-N²-isobutyryl-2'-O-(o-nitrobenzyl)-3'-thioguanosine

There total 9 articles about 5'-O-(dimethoxytrityl)-N²-isobutyryl-2'-O-(o-nitrobenzyl)-3'-thioguanosine 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: 90.0%

: 1586816-12-7
3'-S-acetyl-5'-O-(dimethoxytrityl)-N²-isobutyryl-2′-O-(onitrobenzyl)-3′-thioguanosine

: 1586816-13-8
5'-O-(dimethoxytrityl)-N²-isobutyryl-2'-O-(o-nitrobenzyl)-3'-thioguanosine

Guidance literature:: With guanidine hydrochloride; sodium methylate; In methanol; dichloromethane; at 0 - 20 ℃; for 3h;
DOI:10.1021/jo4028374

Reference yield:

: 3'-S-acetyl-N²-isobutyryl-2'-O-(o-nitrobenzyl)-3'-thioguanosine

: 1586816-13-8
5'-O-(dimethoxytrityl)-N²-isobutyryl-2'-O-(o-nitrobenzyl)-3'-thioguanosine

Guidance literature:: Multi-step reaction with 3 steps

1: acetic acid; tetra-n-butylammoniumfluoride trihydrate / 14 h / 20 °C

2: pyridine / 24 h / 20 °C / Inert atmosphere

3: guanidine hydrochloride; sodium methylate / dichloromethane; methanol / 3 h / 0 - 20 °C

With guanidine hydrochloride; sodium methylate; acetic acid; tetra-n-butylammoniumfluoride trihydrate; In pyridine; methanol; dichloromethane;
DOI:10.1021/jo4028374

Reference yield:

: 64350-25-0
N²-isobutyryl-2'-O-(o-nitrobenzyl)guanosine

: 1586816-13-8
5'-O-(dimethoxytrityl)-N²-isobutyryl-2'-O-(o-nitrobenzyl)-3'-thioguanosine

Guidance literature:: Multi-step reaction with 7 steps

1: sodium hydride / pyridine / 24 h / 20 °C / Inert atmosphere

2: dmap / dichloromethane / 3 h / 0 °C

3: sodium bromide / acetone / 23 h / Reflux; Inert atmosphere

4: N,N-dimethyl-formamide / 7 h / 60 °C / Inert atmosphere

5: acetic acid; tetra-n-butylammoniumfluoride trihydrate / 14 h / 20 °C

6: pyridine / 24 h / 20 °C / Inert atmosphere

7: guanidine hydrochloride; sodium methylate / dichloromethane; methanol / 3 h / 0 - 20 °C

With dmap; guanidine hydrochloride; sodium methylate; sodium hydride; acetic acid; tetra-n-butylammoniumfluoride trihydrate; sodium bromide; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo4028374