(5'-O-tert-butyldiphenylsilyl-2'-deoxy-3'-deutero-β-D-xylofuranosyl)thymine

Base Information

• Chemical Name: (5'-O-tert-butyldiphenylsilyl-2'-deoxy-3'-deutero-β-D-xylofuranosyl)thymine
• CAS No.: 150585-24-3
• Molecular Formula: C₂₆H₃₂N₂O₅Si
• Molecular Weight: 481.628

Synonyms:(5'-O-tert-butyldiphenylsilyl-2'-deoxy-3'-deutero-β-D-xylofuranosyl)thymine

Chemical Property of (5'-O-tert-butyldiphenylsilyl-2'-deoxy-3'-deutero-β-D-xylofuranosyl)thymine

Chemical Property:

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Technology Process of (5'-O-tert-butyldiphenylsilyl-2'-deoxy-3'-deutero-β-D-xylofuranosyl)thymine

There total 2 articles about (5'-O-tert-butyldiphenylsilyl-2'-deoxy-3'-deutero-β-D-xylofuranosyl)thymine 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:

5'-O-(tert-butyldiphenylsilyl)-3'-keto-2'-deoxythymidine (305819-88-9) → (5'-O-tert-butyldiphenylsilyl-2'-deoxy-3'-deutero-β-D-xylofuranosyl)thymine (150585-24-3)

Guidance literature:

With sodium borodeuteride; In methanol; at 0 ℃; for 2h; Yield given;

DOI:10.1016/S0040-4020(01)85754-9

Reference yield:

5'-O-tert-butyldiphenylsilylthymidine (101527-40-6) → (5'-O-tert-butyldiphenylsilyl-2'-deoxy-3'-deutero-β-D-xylofuranosyl)thymine (150585-24-3)

Guidance literature:

Multi-step reaction with 2 steps

1: CrO₃-Py-Ac₂O / CH₂Cl₂ / 0.75 h

2: NaBD₄ / methanol / 2 h / 0 °C

With sodium borodeuteride; CrO₃*Py*Ac₂O; In methanol; dichloromethane;

DOI:10.1016/S0040-4020(01)85754-9

Reference yield: 82.0%

methanesulfonyl chloride (124-63-0) + (5'-O-tert-butyldiphenylsilyl-2'-deoxy-3'-deutero-β-D-xylofuranosyl)thymine (150585-24-3) → C27H33(2)HN2O7SSi (150585-25-4)

Guidance literature:

With triethylamine; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(01)85754-9

upstream raw materials:

5'-O-(tert-butyldiphenylsilyl)-3'-keto-2'-deoxythymidine

5'-O-tert-butyldiphenylsilylthymidine

Downstream raw materials:

C₂₇H₃₃⁽²⁾HN₂O₇SSi

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