5'-O-levulinyl-3'-O-tert-butyldimethylsilyl-N⁴-[O-(4,4'-dimethoxytrityloxy)hexyl]-5-methyl-2'-deoxycytidine

Base Information

• Chemical Name: 5'-O-levulinyl-3'-O-tert-butyldimethylsilyl-N⁴-[O-(4,4'-dimethoxytrityloxy)hexyl]-5-methyl-2'-deoxycytidine
• CAS No.: 942223-84-9
• Molecular Formula: C₄₈H₆₅N₃O₉Si
• Molecular Weight: 856.144

Synonyms:5'-O-levulinyl-3'-O-tert-butyldimethylsilyl-N⁴-[O-(4,4'-dimethoxytrityloxy)hexyl]-5-methyl-2'-deoxycytidine

Chemical Property of 5'-O-levulinyl-3'-O-tert-butyldimethylsilyl-N⁴-[O-(4,4'-dimethoxytrityloxy)hexyl]-5-methyl-2'-deoxycytidine

Chemical Property:

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Technology Process of 5'-O-levulinyl-3'-O-tert-butyldimethylsilyl-N⁴-[O-(4,4'-dimethoxytrityloxy)hexyl]-5-methyl-2'-deoxycytidine

There total 5 articles about 5'-O-levulinyl-3'-O-tert-butyldimethylsilyl-N⁴-[O-(4,4'-dimethoxytrityloxy)hexyl]-5-methyl-2'-deoxycytidine 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: 80.0%

5'-O-levulinyl-3'-O-tert-butyldimethylsilyl-N4-(6-hydroxyhexyl)-5-methyl-2'-deoxycytidine (942223-83-8) + 4,4'-dimethoxytrityl chloride (40615-36-9) → 5'-O-levulinyl-3'-O-tert-butyldimethylsilyl-N4-[O-(4,4'-dimethoxytrityloxy)hexyl]-5-methyl-2'-deoxycytidine (942223-84-9)

Guidance literature:

With dmap; In pyridine; at 20 ℃;

DOI:10.1002/chem.200601473

Reference yield:

5'-O-levulinyl-3'-O-tert-butyldimethylsilylthymidine (942223-81-6) → 5'-O-levulinyl-3'-O-tert-butyldimethylsilyl-N4-[O-(4,4'-dimethoxytrityloxy)hexyl]-5-methyl-2'-deoxycytidine (942223-84-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: POCl₃; Et₃N / acetonitrile / 0.75 h / 0 °C

1.2: 100 percent / acetonitrile / 1 h / 20 °C

2.1: 88 percent / acetonitrile / 3 h / 20 °C

3.1: 80 percent / (N,N-dimethylamino)pyridine / pyridine / 20 °C

With dmap; triethylamine; trichlorophosphate; In pyridine; acetonitrile;

DOI:10.1002/chem.200601473

Reference yield:

4-(1,2,4-triazol-1-yl)-5'-O-levulinyl-3'-O-tert-butyldimethylsilylthymidine (942223-82-7) → 5'-O-levulinyl-3'-O-tert-butyldimethylsilyl-N4-[O-(4,4'-dimethoxytrityloxy)hexyl]-5-methyl-2'-deoxycytidine (942223-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / acetonitrile / 3 h / 20 °C

2: 80 percent / (N,N-dimethylamino)pyridine / pyridine / 20 °C

With dmap; In pyridine; acetonitrile;

DOI:10.1002/chem.200601473

upstream raw materials:

5'-O-levulinyl-3'-O-tert-butyldimethylsilyl-N⁴-(6-hydroxyhexyl)-5-methyl-2'-deoxycytidine

4,4'-dimethoxytrityl chloride

5'-O-levulinyl-3'-O-tert-butyldimethylsilylthymidine

4-(1,2,4-triazol-1-yl)-5'-O-levulinyl-3'-O-tert-butyldimethylsilylthymidine

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