1-<5-(O-t-butyldiphenylsilyl)-2,3-dideoxy-2-phenylsulfonyl-β-D-glycero-pent-2-enofuranosyl>uracil

Base Information

• Chemical Name: 1-<5-(O-t-butyldiphenylsilyl)-2,3-dideoxy-2-phenylsulfonyl-β-D-glycero-pent-2-enofuranosyl>uracil
• CAS No.: 171357-26-9
• Molecular Formula: C₃₁H₃₂N₂O₆SSi
• Molecular Weight: 588.756

Synonyms:1-<5-(O-t-butyldiphenylsilyl)-2,3-dideoxy-2-phenylsulfonyl-β-D-glycero-pent-2-enofuranosyl>uracil

Chemical Property of 1-<5-(O-t-butyldiphenylsilyl)-2,3-dideoxy-2-phenylsulfonyl-β-D-glycero-pent-2-enofuranosyl>uracil

Chemical Property:

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Technology Process of 1-<5-(O-t-butyldiphenylsilyl)-2,3-dideoxy-2-phenylsulfonyl-β-D-glycero-pent-2-enofuranosyl>uracil

There total 3 articles about 1-<5-(O-t-butyldiphenylsilyl)-2,3-dideoxy-2-phenylsulfonyl-β-D-glycero-pent-2-enofuranosyl>uracil 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: 98.0%

1-<5-(O-t-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-β-D-glycero-pent-2-enofuranosyl>uracil (171357-24-7) → 1-<5-(O-t-butyldiphenylsilyl)-2,3-dideoxy-2-phenylsulfonyl-β-D-glycero-pent-2-enofuranosyl>uracil (171357-26-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 1.5h; Ambient temperature;

DOI:10.1246/bcsj.68.2327

Reference yield:

1-<5-(O-t-butyldiphenylsilyl)-2,3-dideoxy-2,2-bis(phenylthio)-D-glycero-pentofuranosyl>uracil → 1-<5-(O-t-butyldiphenylsilyl)-2,3-dideoxy-2-phenylsulfonyl-β-D-glycero-pent-2-enofuranosyl>uracil (171357-26-9)

Guidance literature:

Multi-step reaction with 3 steps

1: mCPBA / CH₂Cl₂ / 0.17 h / 0 °C

2: tri-n-butylamine / xylene / 2 h / Heating

3: 98 percent / mCPBA / CH₂Cl₂ / 1.5 h / Ambient temperature

With tributyl-amine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; xylene;

DOI:10.1246/bcsj.68.2327

Reference yield:

1-<5-(O-t-butyldiphenylsilyl)-2,3-dideoxy-2-phenylsulfinyl-2-phenylthio-D-glycero-pentofuranosyl>uracil → 1-<5-(O-t-butyldiphenylsilyl)-2,3-dideoxy-2-phenylsulfonyl-β-D-glycero-pent-2-enofuranosyl>uracil (171357-26-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tri-n-butylamine / xylene / 2 h / Heating

2: 98 percent / mCPBA / CH₂Cl₂ / 1.5 h / Ambient temperature

With tributyl-amine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; xylene;

DOI:10.1246/bcsj.68.2327

upstream raw materials:

1-<5-(O-t-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-β-D-glycero-pent-2-enofuranosyl>uracil

Downstream raw materials:

1-[5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-β-D-glycero-pento-2-enofuranosyl]uracil

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