1'-(5'-O-benzyl-3'-O-methyl-2'-O-trimethylsilyl-β-L-ribofuranosyl)uracil

Base Information

Chemical Name:1'-(5'-O-benzyl-3'-O-methyl-2'-O-trimethylsilyl-β-L-ribofuranosyl)uracil
CAS No.:190584-12-4
Molecular Formula:C₂₀H₂₈N₂O₆Si
Molecular Weight:420.538
Hs Code.:

Synonyms:1'-(5'-O-benzyl-3'-O-methyl-2'-O-trimethylsilyl-β-L-ribofuranosyl)uracil

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Chemical Property of 1'-(5'-O-benzyl-3'-O-methyl-2'-O-trimethylsilyl-β-L-ribofuranosyl)uracil

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Technology Process of 1'-(5'-O-benzyl-3'-O-methyl-2'-O-trimethylsilyl-β-L-ribofuranosyl)uracil

There total 6 articles about 1'-(5'-O-benzyl-3'-O-methyl-2'-O-trimethylsilyl-β-L-ribofuranosyl)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: 61.0%

: 190584-09-9
1,2-anhydro-5-O-benzyl-3-O-methyl-α-L-ribofuranose

: 10457-14-4
O,O'-bis-(trimethylsilyl)uracil

: 190584-13-5
1'-(5'-O-benzyl-3'-O-methyl-β-L-ribofuranosyl)uracil

: 190584-12-4
1'-(5'-O-benzyl-3'-O-methyl-2'-O-trimethylsilyl-β-L-ribofuranosyl)uracil

Guidance literature:: With 4 A molecular sieve; In dichloromethane; at 20 ℃; for 8h;
DOI:10.1080/07328309708006532

Reference yield:

: 100-39-0
benzyl bromide

: 190584-12-4
1'-(5'-O-benzyl-3'-O-methyl-2'-O-trimethylsilyl-β-L-ribofuranosyl)uracil

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / sodium hydride / tetrahydrofuran / 4 h / Heating

2: 90 percent / acetic acid; water / 5 h / Heating

3: 64 percent / K₂CO₃ / pyridine / 20 h / 0 °C

4: 94 percent / potassium tert-butoxide / tetrahydrofuran / 0.17 h / 20 °C

5: 61 percent / molecular sieves (4 A) / CH₂Cl₂ / 8 h / 20 °C

With 4 A molecular sieve; potassium tert-butylate; water; sodium hydride; potassium carbonate; acetic acid; In tetrahydrofuran; pyridine; dichloromethane; 1: benzylation / 2: Hydrolysis / 3: Tosylation / 4: Cyclization / 5: Addition;
DOI:10.1080/07328309708006532

Reference yield:

: 5-O-benzyl-3-O-methyl-L-arabinofuranose

: 190584-12-4
1'-(5'-O-benzyl-3'-O-methyl-2'-O-trimethylsilyl-β-L-ribofuranosyl)uracil

Guidance literature:: Multi-step reaction with 3 steps

1: 64 percent / K₂CO₃ / pyridine / 20 h / 0 °C

2: 94 percent / potassium tert-butoxide / tetrahydrofuran / 0.17 h / 20 °C

3: 61 percent / molecular sieves (4 A) / CH₂Cl₂ / 8 h / 20 °C

With 4 A molecular sieve; potassium tert-butylate; potassium carbonate; In tetrahydrofuran; pyridine; dichloromethane; 1: Tosylation / 2: Cyclization / 3: Addition;
DOI:10.1080/07328309708006532