1-(3'-azido-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-β-D-ribofuranosyl)thymine

Base Information

Chemical Name:1-(3'-azido-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-β-D-ribofuranosyl)thymine
CAS No.:917239-25-9
Molecular Formula:C₁₇H₁₅N₅O₅
Molecular Weight:369.337
Hs Code.:

Synonyms:1-(3'-azido-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-β-D-ribofuranosyl)thymine

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Chemical Property of 1-(3'-azido-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-β-D-ribofuranosyl)thymine

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Technology Process of 1-(3'-azido-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-β-D-ribofuranosyl)thymine

There total 5 articles about 1-(3'-azido-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-β-D-ribofuranosyl)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%

: 917239-22-6
1-(3'-azido-2'-O-triflyl-5'-O-benzoyl-3'-deoxy-β-D-ribofuranosyl)thymine

: 917239-25-9
1-(3'-azido-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-β-D-ribofuranosyl)thymine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 20h;
DOI:10.1080/15257770500267170

Reference yield:

: 3-azido-1,2-bis-O-acetyl-5-O-benzoyl-3-deoxy-D-ribofuranose

: 917239-25-9
1-(3'-azido-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-β-D-ribofuranosyl)thymine

Guidance literature:: Multi-step reaction with 4 steps

1.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 1 h / 50 - 60 °C

1.2: 83 percent / trimethylsilyl trifluoromethanesulfonate / acetonitrile / 6 h / 65 - 70 °C

2.1: 84 percent / hydrazine hydrate; acetic acid; pyridine / 24 h / 20 °C

3.1: 78 percent / pyridine / CH₂Cl₂ / 0.5 h / 20 - 30 °C

4.1: 87 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 h / 20 °C

With pyridine; N,O-bis-(trimethylsilyl)-acetamide; tetrabutyl ammonium fluoride; hydrazine hydrate; acetic acid; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1080/15257770500267170

Reference yield:

: 472965-94-9
1-(3'-azido-5'-O-benzoyl-3'-deoxy-β-D-ribofuranosyl)thymine

: 917239-25-9
1-(3'-azido-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-β-D-ribofuranosyl)thymine

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / pyridine / CH₂Cl₂ / 0.5 h / 20 - 30 °C

2: 87 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 h / 20 °C

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1080/15257770500267170