2,2'-anhydro-1-(3'-deoxy-3'-bromo-5'-O-trityl-β-D-arabinofuranosyl)-(5R,6R)-trans-5-bromo-6-hydroxy-5,6-dihydrothymine

Base Information

• Chemical Name: 2,2'-anhydro-1-(3'-deoxy-3'-bromo-5'-O-trityl-β-D-arabinofuranosyl)-(5R,6R)-trans-5-bromo-6-hydroxy-5,6-dihydrothymine
• CAS No.: 145819-51-8
• Molecular Formula: C₂₉H₂₆Br₂N₂O₅
• Molecular Weight: 642.344

Synonyms:2,2'-anhydro-1-(3'-deoxy-3'-bromo-5'-O-trityl-β-D-arabinofuranosyl)-(5R,6R)-trans-5-bromo-6-hydroxy-5,6-dihydrothymine

Chemical Property of 2,2'-anhydro-1-(3'-deoxy-3'-bromo-5'-O-trityl-β-D-arabinofuranosyl)-(5R,6R)-trans-5-bromo-6-hydroxy-5,6-dihydrothymine

Chemical Property:

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Technology Process of 2,2'-anhydro-1-(3'-deoxy-3'-bromo-5'-O-trityl-β-D-arabinofuranosyl)-(5R,6R)-trans-5-bromo-6-hydroxy-5,6-dihydrothymine

There total 1 articles about 2,2'-anhydro-1-(3'-deoxy-3'-bromo-5'-O-trityl-β-D-arabinofuranosyl)-(5R,6R)-trans-5-bromo-6-hydroxy-5,6-dihydrothymine 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: 32.0%

1-(2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl-5-O-trityl)thymine (5964-41-0) → 2,2'-anhydro-1-(3'-deoxy-3'-bromo-5'-O-trityl-β-D-arabinofuranosyl)-(5R,6R)-trans-5-bromo-6-hydroxy-5,6-dihydrothymine (145819-51-8) + 2,2'-anhydro-1-(3'-deoxy-3'-bromo-5'-O-trityl-β-D-arabinofuranosyl)-(5S,6S)-trans-5-bromo-6-hydroxy-5,6-dihydrothymine (145919-54-6)

Guidance literature:

With water; N-bromoacetamide; In acetone; at 0 ℃; for 40h;

DOI:10.1246/cl.1992.2149

Reference yield: 82.0%

2,2'-anhydro-1-(3'-deoxy-3'-bromo-5'-O-trityl-β-D-arabinofuranosyl)-(5R,6R)-trans-5-bromo-6-hydroxy-5,6-dihydrothymine (145819-51-8) → (5S,6R)-2,2'-anhydro-1-(3'-bromo-3'-deoxy-5'-O-trityl-β-D-arabinofuranosyl)-5,6-epoxy-5,6-dihydrothymine (145819-52-9)

Guidance literature:

With triethylamine; In acetone; for 5h; Heating;

DOI:10.1246/cl.1992.2149

Reference yield: 80.0%

2,2'-anhydro-1-(3'-deoxy-3'-bromo-5'-O-trityl-β-D-arabinofuranosyl)-(5R,6R)-trans-5-bromo-6-hydroxy-5,6-dihydrothymine (145819-51-8) → 2,2'-anhydro-1-(3'-deoxy-3'-bromo-5'-O-trityl-β-D-arabinofuranosyl)thymine (145819-53-0)

Guidance literature:

With sodium hydrogencarbonate; triphenylphosphine; In N,N-dimethyl-formamide; for 3.5h;

DOI:10.1246/cl.1992.2149

upstream raw materials:

1-(2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl-5-O-trityl)thymine

Downstream raw materials:

2,2'-anhydro-1-(3'-deoxy-3'-bromo-5'-O-trityl-β-D-arabinofuranosyl)thymine

(5S,6R)-2,2'-anhydro-1-(3'-bromo-3'-deoxy-5'-O-trityl-β-D-arabinofuranosyl)-5,6-epoxy-5,6-dihydrothymine

1-(2,3-epoxy-5-O-trityl-β-D-lyxo-pentofuranosyl)thymine

1-(2,3-anhydro-5-O-trityl-β-D-lyxofuranosyl)-2-O-methylthymine

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