1-(3-azido-2,3-dideoxy-5-O-trityl-β-D-erythro-pentofuranosyl)-5-fluorouracil

Base Information

• Chemical Name: 1-(3-azido-2,3-dideoxy-5-O-trityl-β-D-erythro-pentofuranosyl)-5-fluorouracil
• CAS No.: 101039-90-1
• Molecular Formula: C₂₈H₂₄FN₅O₄
• Molecular Weight: 513.528

Synonyms:1-(3-azido-2,3-dideoxy-5-O-trityl-β-D-erythro-pentofuranosyl)-5-fluorouracil

Chemical Property of 1-(3-azido-2,3-dideoxy-5-O-trityl-β-D-erythro-pentofuranosyl)-5-fluorouracil

Chemical Property:

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Technology Process of 1-(3-azido-2,3-dideoxy-5-O-trityl-β-D-erythro-pentofuranosyl)-5-fluorouracil

There total 5 articles about 1-(3-azido-2,3-dideoxy-5-O-trityl-β-D-erythro-pentofuranosyl)-5-fluorouracil 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: 87.0%

1-(2-deoxy-3-O-mesyl-5-O-trityl-β-D-threo-pentofuranosyl)-5-fluorouracil (1456615-51-2) → 1-(3-azido-2,3-dideoxy-5-O-trityl-β-D-erythro-pentofuranosyl)-5-fluorouracil (101039-90-1)

Guidance literature:

With lithium azide; In N,N-dimethyl-formamide; at 90 ℃; for 3h;

DOI:10.1016/j.ejmech.2013.06.047

Reference yield: 67.0%

2,3'-anhydro-1-(2-deoxy-5-O-trityl-β-D-threo-pentofuranosyl)-5-fluorouracil (18892-65-4) → 1-(3-azido-2,3-dideoxy-5-O-trityl-β-D-erythro-pentofuranosyl)-5-fluorouracil (101039-90-1)

Guidance literature:

With lithium azide; toluene-4-sulfonic acid; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 100 ℃; for 3.5h;

Reference yield: 15.0%

1-(2-deoxy-3-O-methanesulfonyl-5-O-trityl-β-D-ribopentofuranosyl)-5-fluorouracil (101039-89-8) → 2,3'-anhydro-1-(2-deoxy-5-O-trityl-β-D-threo-pentofuranosyl)-5-fluorouracil (18892-65-4) + 2,3'-anhydro-3-(2-deoxy-5-O-trityl-β-D-threo-pentofuranosyl)-5-fluorouracil (101039-91-2) + 1-(3-azido-2,3-dideoxy-5-O-trityl-β-D-threo-pentofuranonosyl)-5-fluorouracil (101039-92-3) + 1-(3-azido-2,3-dideoxy-5-O-trityl-β-D-erythro-pentofuranosyl)-5-fluorouracil (101039-90-1)

Guidance literature:

With lithium azide; In N,N-dimethyl-formamide; at 100 ℃; for 5h;

upstream raw materials:

2,3'-anhydro-1-(2-deoxy-5-O-trityl-β-D-threo-pentofuranosyl)-5-fluorouracil

1-(2-deoxy-3-O-methanesulfonyl-5-O-trityl-β-D-ribopentofuranosyl)-5-fluorouracil

1-(2-deoxy-3-O-mesyl-5-O-trityl-β-D-threo-pentofuranosyl)-5-fluorouracil

1-(2-deoxy-5-O-trityl-β-D-erythro-pentofuranosyl)-5-fluorouracil

Downstream raw materials:

3'-azido-2',3'-dideoxy-5-fluorouridine 5'-O-[4-chlorophenyl-N-(methoxy-(S)-alaninyl)phosphate]

3'-azido-2',3'-dideoxy-5-fluorouridine 5'-O-[4-chlorophenyl N-(2,2,2-trifluoroethyl)phosphate]

3'-azido-2',3'-dideoxy-5-fluorouridine 5'-O-(4-chlorophenyl-N-propylphosphate)

3'-azido-2',3'-dideoxy-5-fluorouridine 5'-O-(4-chlorophenyl-N-allylphosphate)

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