1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-β-L-xylofuranosyl)uracil

Base Information

Chemical Name:1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-β-L-xylofuranosyl)uracil
CAS No.:921202-81-5
Molecular Formula:C₂₃H₁₈F₂N₂O₆S
Molecular Weight:488.469
Hs Code.:

Synonyms:1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-β-L-xylofuranosyl)uracil

Suppliers and Price of 1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-β-L-xylofuranosyl)uracil

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-β-L-xylofuranosyl)uracil

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-β-L-xylofuranosyl)uracil

There total 10 articles about 1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-β-L-xylofuranosyl)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: 69.0%

: 921202-77-9
1-O-acetyl-2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-β-L-xylofuranose

: 66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6
uracil

: 921202-81-5
1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-β-L-xylofuranosyl)uracil

Guidance literature:: 1-O-acetyl-2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-β-L-xylofuranose; uracil; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; for 0.5h; Heating;

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 0 - 80 ℃;
DOI:10.1021/ol062576k

Reference yield:

: Benzoic acid (2R,4R)-4-benzyloxy-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-difluoro-2-trifluoromethanesulfonyloxy-butyl ester

: 921202-81-5
1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-β-L-xylofuranosyl)uracil

Guidance literature:: Multi-step reaction with 6 steps

1.1: 86 percent / CsF / dimethylformamide / 13 h / 20 °C

2.1: CF₃COOH / tetrahydrofuran; H₂O / 1 h

2.2: NaIO₄ / methanol; H₂O / 1.5 h

2.3: 64 percent / HCl / methanol

3.1: 97 percent / DMAP / CH₂Cl₂ / 0.5 h / 20 °C

4.1: 87 percent / NaBrO₃ / ethyl acetate; H₂O / 0.33 h / 20 °C

5.1: 91 percent / Et₃N; DMAP / CH₂Cl₂ / 0.33 h / 20 °C

6.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 0.5 h / Heating

6.2: 69 percent / TMSOTf / acetonitrile / 0 - 80 °C

With dmap; sodium bromate; N,O-bis-(trimethylsilyl)-acetamide; triethylamine; cesium fluoride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 6.1: Vorbrueggen glycosylation;
DOI:10.1021/ol062576k

Reference yield:

: 921202-72-4
1-O-acetyl-5-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-β-L-xylofuranose

: 921202-81-5
1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-4-thio-β-L-xylofuranosyl)uracil

Guidance literature:: Multi-step reaction with 2 steps

1.1: 91 percent / Et₃N; DMAP / CH₂Cl₂ / 0.33 h / 20 °C

2.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 0.5 h / Heating

2.2: 69 percent / TMSOTf / acetonitrile / 0 - 80 °C

With dmap; N,O-bis-(trimethylsilyl)-acetamide; triethylamine; In dichloromethane; acetonitrile; 2.1: Vorbrueggen glycosylation;
DOI:10.1021/ol062576k