2'-O-[(tert-butyl)dimetylsilyl]-5'-O-(4,4'-dimethoxytrityl)-3'-S-(pyridin-2-ylthio)-3'-thioguanosine

Base Information

Chemical Name:2'-O-[(tert-butyl)dimetylsilyl]-5'-O-(4,4'-dimethoxytrityl)-3'-S-(pyridin-2-ylthio)-3'-thioguanosine
CAS No.:247223-69-4
Molecular Formula:C₄₂H₄₈N₆O₆S₂Si
Molecular Weight:825.097
Hs Code.:

Synonyms:2'-O-[(tert-butyl)dimetylsilyl]-5'-O-(4,4'-dimethoxytrityl)-3'-S-(pyridin-2-ylthio)-3'-thioguanosine

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Chemical Property of 2'-O-[(tert-butyl)dimetylsilyl]-5'-O-(4,4'-dimethoxytrityl)-3'-S-(pyridin-2-ylthio)-3'-thioguanosine

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Technology Process of 2'-O-[(tert-butyl)dimetylsilyl]-5'-O-(4,4'-dimethoxytrityl)-3'-S-(pyridin-2-ylthio)-3'-thioguanosine

There total 13 articles about 2'-O-[(tert-butyl)dimetylsilyl]-5'-O-(4,4'-dimethoxytrityl)-3'-S-(pyridin-2-ylthio)-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: 85.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 199599-94-5
5'-O-(4,4'-dimethoxytrityl)-3'-(pyridin-2-ylthio)-3'-thioguanosine

: 247223-69-4
2'-O-[(tert-butyl)dimetylsilyl]-5'-O-(4,4'-dimethoxytrityl)-3'-S-(pyridin-2-ylthio)-3'-thioguanosine

Guidance literature:: With 1H-imidazole; In pyridine; at 20 ℃; for 16h;
DOI:10.1002/(SICI)1522-2675(19991215)82:12<2141::AID-HLCA2141>3.0.CO;2-2

Reference yield:

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

: 247223-69-4
2'-O-[(tert-butyl)dimetylsilyl]-5'-O-(4,4'-dimethoxytrityl)-3'-S-(pyridin-2-ylthio)-3'-thioguanosine

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / pyridine / 4 h / 20 °C

2: MeNH₂ / H₂O / 16 h / 20 °C

3: dimethylformamide / 10 h / 60 °C

4: 85 percent / 1H-imidazole / pyridine / 16 h / 20 °C

With 1H-imidazole; methylamine; In pyridine; water; N,N-dimethyl-formamide; 1: Etherification / 2: Hydrolysis / 3: Substitution / 4: Silylation;
DOI:10.1002/(SICI)1522-2675(19991215)82:12<2141::AID-HLCA2141>3.0.CO;2-2

Reference yield:

: 1055407-32-3
N²-[(dimethylamino)methylene]guanosine

: 247223-69-4
2'-O-[(tert-butyl)dimetylsilyl]-5'-O-(4,4'-dimethoxytrityl)-3'-S-(pyridin-2-ylthio)-3'-thioguanosine

Guidance literature:: Multi-step reaction with 7 steps

1.1: 96 percent / pyridine / 16 h / 20 °C

2.1: 87 percent / H₂O; acetonitrile / 3 h / 20 °C

3.1: dimethylformamide / 16 h / 60 °C

3.2: 46 percent / Bu₄NF*3H₂O; AcOH / tetrahydrofuran / 5 h / 20 °C

4.1: 70 percent / pyridine / 4 h / 20 °C

5.1: MeNH₂ / H₂O / 16 h / 20 °C

6.1: dimethylformamide / 10 h / 60 °C

7.1: 85 percent / 1H-imidazole / pyridine / 16 h / 20 °C

With 1H-imidazole; methylamine; In pyridine; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Silylation / 2.1: Acetylation / 3.1: Elimination / 3.2: Hydrolysis / 4.1: Etherification / 5.1: Hydrolysis / 6.1: Substitution / 7.1: Silylation;
DOI:10.1002/(SICI)1522-2675(19991215)82:12<2141::AID-HLCA2141>3.0.CO;2-2