1-<2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl>uracil

Base Information

• Chemical Name: 1-<2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl>uracil
• CAS No.: 142468-63-1
• Molecular Formula: C₃₃H₃₆N₂O₆SeSi
• Molecular Weight: 663.704

Synonyms:1-<2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl>uracil

Chemical Property of 1-<2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl>uracil

Chemical Property:

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Technology Process of 1-<2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl>uracil

There total 3 articles about 1-<2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl>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:

1-<3-deoxy-3-(phenylseleno)-5-O-trityl-β-D-arabinofuranosyl>uracil (135824-30-5) → 1-<2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl>uracil (142468-63-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / aq. AcOH / 0.33 h / 90 °C

2: pyridine

3: pyridine

With pyridine; acetic acid;

DOI:10.1021/jo9516190

Reference yield:

1-(3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl)uracil (142706-48-7) → 1-<2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl>uracil (142468-63-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: pyridine

With pyridine;

DOI:10.1021/jo9516190

Reference yield:

acetic anhydride (108-24-7) + 1-[(2R,3R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-hydroxy-4-phenylselanyl-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione → 1-<2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl>uracil (142468-63-1)

Guidance literature:

With pyridine; Yield given;

DOI:10.1021/jo9516190

upstream raw materials:

acetic anhydride

1-<3-deoxy-3-(phenylseleno)-5-O-trityl-β-D-arabinofuranosyl>uracil

1-(3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl)uracil

Downstream raw materials:

1-<2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-β-L-glycero-pent-3-enofuranosyl>uracil

C₃₃H₃₆N₂O₇SeSi

1-[(2R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-5-(2-methyl-allyl)-2,5-dihydro-furan-2-yl]-1H-pyrimidine-2,4-dione

1-[(2R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-5-(2-methyl-allyl)-2,5-dihydro-furan-2-yl]-1H-pyrimidine-2,4-dione

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