1-<5-O-(monomethoxytrityl)-2,3-dideoxy-2-fluoro-β-D-glycero-pent-2-enofuranosyl>cytosine

Base Information

• Chemical Name: 1-<5-O-(monomethoxytrityl)-2,3-dideoxy-2-fluoro-β-D-glycero-pent-2-enofuranosyl>cytosine
• CAS No.: 124424-36-8
• Molecular Formula: C₂₉H₂₆FN₃O₄
• Molecular Weight: 499.542
• Mol file: 124424-36-8.mol

Synonyms:1-<5-O-(monomethoxytrityl)-2,3-dideoxy-2-fluoro-β-D-glycero-pent-2-enofuranosyl>cytosine

Chemical Property of 1-<5-O-(monomethoxytrityl)-2,3-dideoxy-2-fluoro-β-D-glycero-pent-2-enofuranosyl>cytosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<5-O-(monomethoxytrityl)-2,3-dideoxy-2-fluoro-β-D-glycero-pent-2-enofuranosyl>cytosine

There total 8 articles about 1-<5-O-(monomethoxytrityl)-2,3-dideoxy-2-fluoro-β-D-glycero-pent-2-enofuranosyl>cytosine 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:

fialuridine (69123-98-4) → 1-<5-O-(monomethoxytrityl)-2,3-dideoxy-2-fluoro-β-D-glycero-pent-2-enofuranosyl>cytosine (124424-36-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 90.3 percent / H₂, Et₃N / 10percent Pd/C / methanol; H₂O / 18 h / 2068.6 Torr

2: 89.3 percent / pyridine / 18 h / Ambient temperature

3: 100 percent / pyridine / 16 h / 0 °C

4: 83.5 percent / 1 N aq. NaOH / ethanol / 4 h / Heating

5: 95.2 percent / t-BuOK / dimethylsulfoxide / 1 h / Ambient temperature

6: p-chlorophenyl phosphodichloridate, pyridine / 72 h / Ambient temperature

7: conc. aq. NH₃ / dioxane / 5 h / Ambient temperature

With pyridine; ammonium hydroxide; sodium hydroxide; potassium tert-butylate; hydrogen; triethylamine; 4-chlorophenylphosphorodichloridate; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; water; dimethyl sulfoxide;

DOI:10.1021/jm00170a017

Reference yield:

1-{(2R,5S)-3-Fluoro-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-2,5-dihydro-furan-2-yl}-4-[1,2,4]triazol-1-yl-1H-pyrimidin-2-one → 1-<5-O-(monomethoxytrityl)-2,3-dideoxy-2-fluoro-β-D-glycero-pent-2-enofuranosyl>cytosine (124424-36-8)

Guidance literature:

With ammonium hydroxide; In 1,4-dioxane; for 5h; Yield given; Ambient temperature;

DOI:10.1021/jm00170a017

Reference yield:

1-<5-O-(momomethoxytrityl)-2-deoxy-2-fluoro-β-D-arabinofuranosyl>uracil (124424-27-7) → 1-<5-O-(monomethoxytrityl)-2,3-dideoxy-2-fluoro-β-D-glycero-pent-2-enofuranosyl>cytosine (124424-36-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / pyridine / 16 h / 0 °C

2: 83.5 percent / 1 N aq. NaOH / ethanol / 4 h / Heating

3: 95.2 percent / t-BuOK / dimethylsulfoxide / 1 h / Ambient temperature

4: p-chlorophenyl phosphodichloridate, pyridine / 72 h / Ambient temperature

5: conc. aq. NH₃ / dioxane / 5 h / Ambient temperature

With pyridine; ammonium hydroxide; sodium hydroxide; potassium tert-butylate; 4-chlorophenylphosphorodichloridate; In 1,4-dioxane; ethanol; dimethyl sulfoxide;

DOI:10.1021/jm00170a017

upstream raw materials:

O-2,3'-anhydro-1-<5-O-(monomethoxytrityl)-2-deoxy-2-fluoro-β-D-lyxofuranosyl>uracil

1-<5-O-(momomethoxytrityl)-2-deoxy-2-fluoro-β-D-arabinofuranosyl>uracil

1-<5-O-(monomethoxytrityl)-2-fluoro-2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl>uracil

1-<3-O-(methylsulfonyl)-5-O-(monomethoxytrityl)-2-deoxy-2-fluoro-β-D-arabinofuranosyl)uracil

Downstream raw materials:

1-(2,3-dideoxy-2-fluoro-β-D-glycero-pent-2-enofuranosyl)cytosine

Refernces