3’,5’-O-bis(tert-butydimethylsilyl)-N²-phenoxyacetyl-2’-deoxyguanosine

Base Information

• Chemical Name: 3’,5’-O-bis(tert-butydimethylsilyl)-N²-phenoxyacetyl-2’-deoxyguanosine
• CAS No.: 866724-08-5
• Molecular Formula: C₃₀H₄₇N₅O₆Si₂
• Molecular Weight: 629.904

Synonyms:3’,5’-O-bis(tert-butydimethylsilyl)-N²-phenoxyacetyl-2’-deoxyguanosine

Chemical Property of 3’,5’-O-bis(tert-butydimethylsilyl)-N²-phenoxyacetyl-2’-deoxyguanosine

Chemical Property:

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SDS file from LookChem

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Technology Process of 3’,5’-O-bis(tert-butydimethylsilyl)-N²-phenoxyacetyl-2’-deoxyguanosine

There total 3 articles about 3’,5’-O-bis(tert-butydimethylsilyl)-N²-phenoxyacetyl-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: 90.0%

phenoxyacetic anhydride (14316-61-1) + 3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine (51549-35-0) → 3’,5’-O-bis(tert-butydimethylsilyl)-N2-phenoxyacetyl-2’-deoxyguanosine (866724-08-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.10.023

Reference yield: 86.0%

N2-phenoxyacetyl-2’-deoxyguanosine (110522-71-9) + tert-butyldimethylsilyl chloride (18162-48-6) → 3’,5’-O-bis(tert-butydimethylsilyl)-N2-phenoxyacetyl-2’-deoxyguanosine (866724-08-5)

Guidance literature:

With pyridine; 1H-imidazole; dmap; In chloroform; at 21 ℃; for 16h;

DOI:10.1002/asia.201501253

Reference yield:

3',5'-O-bis(tert-butyldimethylsilyl)-2-N-carbamoyldeoxyguanosine (947393-11-5) + phenoxyacetic anhydride (14316-61-1) → 3’,5’-O-bis(tert-butydimethylsilyl)-N2-phenoxyacetyl-2’-deoxyguanosine (866724-08-5) + phenoxyacetamide (621-88-5)

Guidance literature:

With pyridine; at 20 ℃; for 24h;

DOI:10.1016/j.bmc.2008.11.042

upstream raw materials:

3',5'-O-bis(tert-butyldimethylsilyl)-2-N-carbamoyldeoxyguanosine

phenoxyacetic anhydride

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

N²-phenoxyacetyl-2’-deoxyguanosine

Downstream raw materials:

2-N-phenoxyacetyl-6-O-p-toluenesulphonyl-3',5'-di-O-t-butyldimethylsilyl-2'-deoxyguanosine

7-methylguanine

3’-O-(tert-butyldimethylsilyl)-N²-phenoxyacetyl-2’-deoxyguanosine

C₄₅H₆₉N₅O₈SSi₂

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