5-chloro-1-(2,3-dideoxy-3-fluoro-6-O-trityl-β-D-glycero-hex-2-enopyranosyl-4-ulose)uracil

Base Information

• Chemical Name: 5-chloro-1-(2,3-dideoxy-3-fluoro-6-O-trityl-β-D-glycero-hex-2-enopyranosyl-4-ulose)uracil
• CAS No.: 379218-46-9
• Molecular Formula: C₂₉H₂₂ClFN₂O₅
• Molecular Weight: 532.955
• Mol file: 379218-46-9.mol

Synonyms:5-chloro-1-(2,3-dideoxy-3-fluoro-6-O-trityl-β-D-glycero-hex-2-enopyranosyl-4-ulose)uracil

Chemical Property of 5-chloro-1-(2,3-dideoxy-3-fluoro-6-O-trityl-β-D-glycero-hex-2-enopyranosyl-4-ulose)uracil

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-chloro-1-(2,3-dideoxy-3-fluoro-6-O-trityl-β-D-glycero-hex-2-enopyranosyl-4-ulose)uracil

There total 8 articles about 5-chloro-1-(2,3-dideoxy-3-fluoro-6-O-trityl-β-D-glycero-hex-2-enopyranosyl-4-ulose)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: 44.0%

Acetic acid (2R,3S,4R,5R,6R)-2-(5-chloro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-fluoro-5-hydroxy-6-trityloxymethyl-tetrahydro-pyran-3-yl ester (379218-45-8) → 5-chloro-1-(2,3-dideoxy-3-fluoro-6-O-trityl-β-D-glycero-hex-2-enopyranosyl-4-ulose)uracil (379218-46-9)

Guidance literature:

With dipyridinium dichromate; 3 A molecular sieve; In dichloromethane; at 20 ℃;

DOI:10.1081/NCN-100002424

Reference yield:

5-chloro-1-(3-deoxy-3-fluoro-4,6-O-isopropylidene-β-D-allopyranosyl)uracil (379218-42-5) → 5-chloro-1-(2,3-dideoxy-3-fluoro-6-O-trityl-β-D-glycero-hex-2-enopyranosyl-4-ulose)uracil (379218-46-9)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine

2: trifluoroacetic acid / H₂O; ethanol

3: DMAP; pyridine

4: 44 percent / pyridinium dichromate; molecular sieves 3 Angstroem / CH₂Cl₂ / 20 °C

With pyridine; dmap; dipyridinium dichromate; 3 A molecular sieve; trifluoroacetic acid; In ethanol; dichloromethane; water;

DOI:10.1081/NCN-100002424

Reference yield:

Acetic acid (2R,3S,4R,5R,6R)-2-(5-chloro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-fluoro-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl ester (379218-44-7) → 5-chloro-1-(2,3-dideoxy-3-fluoro-6-O-trityl-β-D-glycero-hex-2-enopyranosyl-4-ulose)uracil (379218-46-9)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP; pyridine

2: 44 percent / pyridinium dichromate; molecular sieves 3 Angstroem / CH₂Cl₂ / 20 °C

With pyridine; dmap; dipyridinium dichromate; 3 A molecular sieve; In dichloromethane;

DOI:10.1081/NCN-100002424

upstream raw materials:

Acetic acid (2R,3S,4R,5R,6R)-2-(5-chloro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-fluoro-5-hydroxy-6-trityloxymethyl-tetrahydro-pyran-3-yl ester

5-chloro-1-(3-deoxy-3-fluoro-4,6-O-isopropylidene-β-D-allopyranosyl)uracil

Acetic acid (2R,3S,4R,5R,6R)-2-(5-chloro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-fluoro-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl ester

5-Chloro-1-((4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-1H-pyrimidine-2,4-dione