3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-O₄-(hydroxyheptyl)thymidine

Base Information

• Chemical Name: 3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-O₄-(hydroxyheptyl)thymidine
• CAS No.: 1396763-85-1
• Molecular Formula: C₄₄H₆₀N₂O₈Si
• Molecular Weight: 773.054

Synonyms:3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-O₄-(hydroxyheptyl)thymidine

Chemical Property of 3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-O₄-(hydroxyheptyl)thymidine

Chemical Property:

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Technology Process of 3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-O₄-(hydroxyheptyl)thymidine

There total 1 articles about 3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-O₄-(hydroxyheptyl)thymidine 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: 42.1%

sodium 7-hydroxyheptan-1-olate (54481-33-3) + 3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[5-methyl-4-triazolylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside (80971-34-2) → 3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-O4-(hydroxyheptyl)thymidine (1396763-85-1)

Guidance literature:

In 1,4-dioxane; for 15h;

DOI:10.1039/c2ob25705j

Reference yield: 79.4%

3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-O4-(hydroxyheptyl)thymidine (1396763-85-1) + Phenoxyacetyl chloride (701-99-5) → 3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-O4-(phenoxyacetyloxyheptyl)thymidine (1396763-93-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 1.66667h; Cooling with ice;

DOI:10.1039/c2ob25705j

Reference yield: 70.0%

3’-O-(tertbutyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-N2-phenoxyacetyl-2’-deoxyguanosine (642462-83-7) + 3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-O4-(hydroxyheptyl)thymidine (1396763-85-1) → 1-{O4-[3′-O-(t-butyldimethylsilyl)-5′-O-(4,4′-dimethoxytrityl)thymidinyl]}-7-{O6-[3′-O-(t-butyldimethylsilyl)-5′-O-(4,4′-dimethoxytrityl)-N2-phenoxyacetyl-2'-deoxyguanosinyl]}heptane (1421765-84-5)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In 1,4-dioxane; at 20 ℃; for 22h;

DOI:10.1021/bc300553u

upstream raw materials:

sodium 7-hydroxyheptan-1-olate

3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[5-methyl-4-triazolylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside

Downstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-O₄-(phenoxyacetyloxyheptyl)thymidine

3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-O₄-(phenoxyacetyloxyheptyl)thymidine

1-{O₄-[3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)thymidyl]}-7-{O₄-[3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)thymidyl]}heptane

1-{O⁴-[3′-O-(t-butyldimethylsilyl)-5′-O-(4,4′-dimethoxytrityl)thymidinyl]}-7-{O6-[3′-O-(t-butyldimethylsilyl)-5′-O-(4,4′-dimethoxytrityl)-N²-phenoxyacetyl-2'-deoxyguanosinyl]}heptane

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