3'-O-tert-butyldiphenylsilyl-2'-O-methyl-5'-O-phthalimido-5-methyluridine

Base Information

• Chemical Name: 3'-O-tert-butyldiphenylsilyl-2'-O-methyl-5'-O-phthalimido-5-methyluridine
• CAS No.: 171176-07-1
• Molecular Formula: C₃₅H₃₇N₃O₈Si
• Molecular Weight: 655.78

Synonyms:3'-O-tert-butyldiphenylsilyl-2'-O-methyl-5'-O-phthalimido-5-methyluridine

Chemical Property of 3'-O-tert-butyldiphenylsilyl-2'-O-methyl-5'-O-phthalimido-5-methyluridine

Chemical Property:

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Technology Process of 3'-O-tert-butyldiphenylsilyl-2'-O-methyl-5'-O-phthalimido-5-methyluridine

There total 2 articles about 3'-O-tert-butyldiphenylsilyl-2'-O-methyl-5'-O-phthalimido-5-methyluridine 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: 92.6%

tert-butylchlorodiphenylsilane (58479-61-1) + 2'-O-methyl-5'-O-phthalimido-5-methyluridine (171176-42-4) → 3'-O-tert-butyldiphenylsilyl-2'-O-methyl-5'-O-phthalimido-5-methyluridine (171176-07-1)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1081/NCN-120028337

Reference yield:

2'-O-Methyl-5-methyluridine (55486-09-4) → 3'-O-tert-butyldiphenylsilyl-2'-O-methyl-5'-O-phthalimido-5-methyluridine (171176-07-1)

Guidance literature:

Multi-step reaction with 2 steps

1: PPh₃ / tetrahydrofuran

2: imidazole / dimethylformamide / 18 h

With 1H-imidazole; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1080/07328319708006242

Reference yield: 79.0%

3'-O-tert-butyldiphenylsilyl-2'-O-methyl-5'-O-phthalimido-5-methyluridine (171176-07-1) → 5'-O-amino-3'-O-tert-butyldiphenylsilyl-2'-O-methyl-5-methyluridine (171176-08-2)

Guidance literature:

With methylhydrazine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1081/NCN-120028337

upstream raw materials:

tert-butylchlorodiphenylsilane

2'-O-methyl-5'-O-phthalimido-5-methyluridine

2'-O-Methyl-5-methyluridine

Downstream raw materials:

5'-O-amino-3'-O-tert-butyldiphenylsilyl-2'-O-methyl-5-methyluridine

C₃₉H₄₉N₅O₁₁Si

C₄₀H₅₃N₅O₁₁Si

C₄₄H₅₀FN₅O₁₂

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