1-{2,5-dideoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-5-[(trifluoroacetyl)amino]-α-L-lyxofuranosyl}thymine

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Chemical Name:1-{2,5-dideoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-5-[(trifluoroacetyl)amino]-α-L-lyxofuranosyl}thymine
CAS No.:250708-48-6
Molecular Formula:C₃₄H₃₃F₄N₃O₈
Molecular Weight:687.645
Hs Code.:

Synonyms:1-{2,5-dideoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-5-[(trifluoroacetyl)amino]-α-L-lyxofuranosyl}thymine

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Chemical Property of 1-{2,5-dideoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-5-[(trifluoroacetyl)amino]-α-L-lyxofuranosyl}thymine

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Technology Process of 1-{2,5-dideoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-5-[(trifluoroacetyl)amino]-α-L-lyxofuranosyl}thymine

There total 10 articles about 1-{2,5-dideoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-5-[(trifluoroacetyl)amino]-α-L-lyxofuranosyl}thymine 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%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 250708-35-1
1-{2,5-dideoxy-2-fluoro-5-[(trifluoroacetyl)amino]-α-L-lyxofuranosyl}thymine

: 250708-48-6
1-{2,5-dideoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-5-[(trifluoroacetyl)amino]-α-L-lyxofuranosyl}thymine

Guidance literature:: With pyridine;
DOI:10.1016/S0960-894X(99)00452-7

Reference yield:

: 250708-47-5
1-{5-amino-3-O-benzyl-4-C-[(benzyloxy)methyl]-2,5-dideoxy-2-fluoro-α-L-lyxofuranosyl}thymine

: 250708-48-6
1-{2,5-dideoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-5-[(trifluoroacetyl)amino]-α-L-lyxofuranosyl}thymine

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / Et₃N / CH₂Cl₂ / 12 h / 20 °C

2: 92 percent / H₂ / Pd/C / ethanol / 1.5 h / 20 °C

3: 87 percent / pyridine / methanol / 6 h / 20 °C

With pyridine; hydrogen; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; 1: Acylation / 2: Hydrogenolysis / 3: Etherification;
DOI:10.1002/(SICI)1522-2675(20000119)83:1<128::AID-HLCA128>3.0.CO;2-Q

Reference yield:

: 250708-33-9
1-{5-azido-3-O-benzyl-4-C-[(benzyloxy)methyl]-5-deoxy-α-L-xylofuranosyl}thymine

: 250708-48-6
1-{2,5-dideoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-5-[(trifluoroacetyl)amino]-α-L-lyxofuranosyl}thymine

Guidance literature:: Multi-step reaction with 6 steps

1: 77 percent / DMAP; pyridine / 2 h / 20 °C

2: 37 percent / Bu₄NF; NaOH / tetrahydrofuran / 24 h / 5 °C / Heating

3: 64 percent / H₂ / Lindlar catalyst / ethanol; dioxane / 8 h / 20 °C

4: 89 percent / Et₃N / CH₂Cl₂ / 12 h / 20 °C

5: 92 percent / H₂ / Pd/C / ethanol / 1.5 h / 20 °C

6: 87 percent / pyridine / methanol / 6 h / 20 °C

With pyridine; dmap; sodium hydroxide; tetrabutyl ammonium fluoride; hydrogen; triethylamine; palladium on activated charcoal; Lindlar's catalyst; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; 1: Condensation / 2: Substitution / 3: Reduction / 4: Acylation / 5: Hydrogenolysis / 6: Etherification;
DOI:10.1002/(SICI)1522-2675(20000119)83:1<128::AID-HLCA128>3.0.CO;2-Q