1-[2,5-O-bis(tert-butyldimethylsilyl)-3-O-phenylthiocarbonyl-β-D-pentofuranosyl]-uracyl

Base Information

• Chemical Name: 1-[2,5-O-bis(tert-butyldimethylsilyl)-3-O-phenylthiocarbonyl-β-D-pentofuranosyl]-uracyl
• CAS No.: 161110-04-9
• Molecular Formula: C₂₈H₄₄N₂O₇SSi₂
• Molecular Weight: 608.904

Synonyms:1-[2,5-O-bis(tert-butyldimethylsilyl)-3-O-phenylthiocarbonyl-β-D-pentofuranosyl]-uracyl

Chemical Property of 1-[2,5-O-bis(tert-butyldimethylsilyl)-3-O-phenylthiocarbonyl-β-D-pentofuranosyl]-uracyl

Chemical Property:

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Technology Process of 1-[2,5-O-bis(tert-butyldimethylsilyl)-3-O-phenylthiocarbonyl-β-D-pentofuranosyl]-uracyl

There total 5 articles about 1-[2,5-O-bis(tert-butyldimethylsilyl)-3-O-phenylthiocarbonyl-β-D-pentofuranosyl]-uracyl 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: 86.0%

phenylcarbonochloridothioate (1005-56-7) + 2',5'-bis-O-(tert-butyldimethylsilyl)uridine (54925-66-5) → 1-[2,5-O-bis(tert-butyldimethylsilyl)-3-O-phenylthiocarbonyl-β-D-pentofuranosyl]-uracyl (161110-04-9)

Guidance literature:

With dmap; In acetonitrile; at 25 ℃; for 1h;

DOI:10.1055/s-2000-6346

Reference yield:

uridine (58-96-8) → 1-[2,5-O-bis(tert-butyldimethylsilyl)-3-O-phenylthiocarbonyl-β-D-pentofuranosyl]-uracyl (161110-04-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / pyridine / 48 h / 25 °C

2: 86 percent / DMAP / acetonitrile / 1 h / 25 °C

With pyridine; dmap; In acetonitrile; 1: Etherification / 2: Substitution;

DOI:10.1055/s-2000-6346

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 1-[2,5-O-bis(tert-butyldimethylsilyl)-3-O-phenylthiocarbonyl-β-D-pentofuranosyl]-uracyl (161110-04-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / pyridine / 48 h / 25 °C

2: 86 percent / DMAP / acetonitrile / 1 h / 25 °C

With pyridine; dmap; In acetonitrile; 1: Etherification / 2: Substitution;

DOI:10.1055/s-2000-6346

upstream raw materials:

phenylcarbonochloridothioate

2',5'-bis-O-(tert-butyldimethylsilyl)uridine

tert-butyldimethylsilyl chloride

uridine

Downstream raw materials:

C₄₆H₅₅N₅O₁₂Si

N⁴-2-(4-nitrophenyl)ethoxycarbonyl-3'-deoxycytidi

N⁴-benzoyl-3'-deoxyribicytidine

3'-deoxycytidine

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