5'-O-tert-butyldiphenylsilyl-2',3'-di-O-acetyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine

Base Information

Chemical Name:5'-O-tert-butyldiphenylsilyl-2',3'-di-O-acetyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine
CAS No.:260269-29-2
Molecular Formula:C₃₈H₄₄N₂O₁₁SSi
Molecular Weight:764.926
Hs Code.:

Synonyms:5'-O-tert-butyldiphenylsilyl-2',3'-di-O-acetyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine

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Chemical Property of 5'-O-tert-butyldiphenylsilyl-2',3'-di-O-acetyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine

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Technology Process of 5'-O-tert-butyldiphenylsilyl-2',3'-di-O-acetyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine

There total 10 articles about 5'-O-tert-butyldiphenylsilyl-2',3'-di-O-acetyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine 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: 79.0%

: 7288-28-0
2,4-bis(trimethylsiloxy)-5-methylpyrimidine

: 446862-76-6
5-O-tert-butyldiphenylsilyl-4-C-(p-toluenesulfonyl)oxymethyl-1,2,3-tri-O-acetyl-β-D-erythro-pentofuranose

: 260269-29-2
5'-O-tert-butyldiphenylsilyl-2',3'-di-O-acetyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 5h; Heating;
DOI:10.1016/S0040-4020(02)00227-2

Reference yield: 77.0%

: 260269-28-1
Acetic acid (2S,3S,4R)-4,5-diacetoxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl ester

: 7288-28-0
2,4-bis(trimethylsiloxy)-5-methylpyrimidine

: 260269-29-2
5'-O-tert-butyldiphenylsilyl-2',3'-di-O-acetyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; Heating;
DOI:10.1039/a907218g

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 260269-29-2
5'-O-tert-butyldiphenylsilyl-2',3'-di-O-acetyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 67 percent / CH₂Cl₂ / 11 h / 20 °C

2.1: 97 percent / 4,4-dimethylaminopyridine / CH₂Cl₂ / 16 h / 20 °C

3.1: conc. H₂SO₄ / acetic acid / 2 h / 20 °C

3.2: H₂ / 10 percent Pd/C / ethyl acetate; CHCl₃ / 16 h / 20 °C

3.3: pyridine / 49 h / 20 °C

4.1: 79 percent / trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 5 h / Heating

With dmap; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; In dichloromethane; acetic acid; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4020(02)00227-2