5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

Base Information

Chemical Name:5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine
CAS No.:157728-66-0
Molecular Formula:C₆₅H₅₈N₂O₁₇
Molecular Weight:1139.18
Hs Code.:

Synonyms:5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

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Chemical Property of 5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

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Technology Process of 5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

There total 7 articles about 5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine 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: 71.0%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 157728-65-9
5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-2'-deoxyuridine

: 157728-66-0
5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

Guidance literature:: With pyridine; for 1.5h;
DOI:10.1002/recl.19941130607

Reference yield:

: 5116-24-5,15425-01-1,143156-50-7
2'-deoxy-5-(hydroxymethyl)uridine

: 157728-66-0
5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

Guidance literature:: Multi-step reaction with 6 steps

1: 84 percent / CF₃COOH / Heating

2: 90 percent / pyridine / 0.5 h

3: 65 percent / K₂CO₃ / methanol

4: 50 percent / HgBr₂; Hg(CN)2; powdered molecular sieves, 4 Angstroem / acetonitrile / 3 h

5: 78 percent / Et₃N*3HF / pyridine / 16 h

6: 71 percent / pyridine / 3 h

With molecular sieve; 4 A molecular sieve; mercury(II) cyanide; potassium carbonate; triethylamine tris(hydrogen fluoride); trifluoroacetic acid; mercury dibromide; In pyridine; methanol; acetonitrile; 1: Acetylation / 2: silylation, bifunctional / 3: Deacetylation / 4: Condensation / 5: desilylation / 6: Substitution;

Reference yield:

: 148380-55-6
5-acetoxymethyl-2’-deoxyuridine

: 157728-66-0
5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / pyridine / 0.5 h

2: 65 percent / K₂CO₃ / methanol

3: 50 percent / HgBr₂; Hg(CN)2; powdered molecular sieves, 4 Angstroem / acetonitrile / 3 h

4: 78 percent / Et₃N*3HF / pyridine / 16 h

5: 71 percent / pyridine / 3 h

With molecular sieve; 4 A molecular sieve; mercury(II) cyanide; potassium carbonate; triethylamine tris(hydrogen fluoride); mercury dibromide; In pyridine; methanol; acetonitrile; 1: silylation, bifunctional / 2: Deacetylation / 3: Condensation / 4: desilylation / 5: Substitution;