5'-O-tert-butyldiphenylsilyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine

Base Information

Chemical Name:5'-O-tert-butyldiphenylsilyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine
CAS No.:260269-33-8
Molecular Formula:C₃₄H₄₀N₂O₉SSi
Molecular Weight:680.851
Hs Code.:

Synonyms:5'-O-tert-butyldiphenylsilyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine

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

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Chemical Property of 5'-O-tert-butyldiphenylsilyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine

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Technology Process of 5'-O-tert-butyldiphenylsilyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine

There total 11 articles about 5'-O-tert-butyldiphenylsilyl-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: 100.0%

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

: 260269-33-8
5'-O-tert-butyldiphenylsilyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 0.25h;
DOI:10.1016/S0040-4020(02)00227-2

Reference yield:

: 63593-03-3
1,2-O-isopropylidene-3-O-benzyl-4-hydroxymethyl-α-D-ribofuranose

: 260269-33-8
5'-O-tert-butyldiphenylsilyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine

Guidance literature:: Multi-step reaction with 5 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

5.1: 100 percent / K₂CO₃ / methanol / 0.25 h / 20 °C

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

Reference yield:

: 212970-73-5
3-O-benzyl-5-O-tert-butyldiphenylsilyl-1,2-O-isopropylidene-4-C-(p-toluenesulfonyl)oxymethyl-α-D-erythro-pentofuranose

: 260269-33-8
5'-O-tert-butyldiphenylsilyl-5-methyl-4'-C-(p-toluenesulfonyl)oxymethyluridine

Guidance literature:: Multi-step reaction with 3 steps

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

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

1.3: pyridine / 49 h / 20 °C

2.1: 79 percent / trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 5 h / Heating

3.1: 100 percent / K₂CO₃ / methanol / 0.25 h / 20 °C

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