2,4,6-Trimethyl-benzenesulfonic acid 9-((2R,3R,4R,5R)-3,4-bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-2-phenylacetylamino-9H-purin-6-yl ester

Base Information

Chemical Name:2,4,6-Trimethyl-benzenesulfonic acid 9-((2R,3R,4R,5R)-3,4-bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-2-phenylacetylamino-9H-purin-6-yl ester
CAS No.:1053644-42-0
Molecular Formula:C₃₆H₅₃N₅O₈SSi₃
Molecular Weight:800.168
Hs Code.:

2,4,6-Trimethyl-benzenesulfonic acid 9-((2R,3R,4R,5R)-3,4-bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-2-phenylacetylamino-9H-purin-6-yl ester

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Chemical Property of 2,4,6-Trimethyl-benzenesulfonic acid 9-((2R,3R,4R,5R)-3,4-bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-2-phenylacetylamino-9H-purin-6-yl ester

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Technology Process of 2,4,6-Trimethyl-benzenesulfonic acid 9-((2R,3R,4R,5R)-3,4-bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-2-phenylacetylamino-9H-purin-6-yl ester

There total 2 articles about 2,4,6-Trimethyl-benzenesulfonic acid 9-((2R,3R,4R,5R)-3,4-bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-2-phenylacetylamino-9H-purin-6-yl ester 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:

: 773-64-8
2-mesitylenesulphonyl chloride

: N-[9-(3,4-bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-2-phenyl-acetamide

: 1053644-42-0
2,4,6-Trimethyl-benzenesulfonic acid 9-((2R,3R,4R,5R)-3,4-bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-2-phenylacetylamino-9H-purin-6-yl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo991097e

Reference yield:

: 132628-16-1
2-N-(phenylacetyl)-9-(β-D-ribofuranosyl)-guanine

: 1053644-42-0
2,4,6-Trimethyl-benzenesulfonic acid 9-((2R,3R,4R,5R)-3,4-bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-2-phenylacetylamino-9H-purin-6-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: acetonitrile / 1 h / Heating

2: DMAP; Et₃N / CH₂Cl₂ / 1 h / 20 °C

With dmap; triethylamine; In dichloromethane; acetonitrile; 1: silylation / 2: Substitution;
DOI:10.1021/jo991097e

Reference yield:

: 1053644-42-0
2,4,6-Trimethyl-benzenesulfonic acid 9-((2R,3R,4R,5R)-3,4-bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-2-phenylacetylamino-9H-purin-6-yl ester

: 309967-59-7
2'-O-[bis(2-cyano-1,1-dimethylethoxy)thiophosphoryl]-5'-O-(4,4'-dimethoxytrityl)-2-N-phenylacetyl-6-O-(2-cyanoethyl)guanosine

Guidance literature:: Multi-step reaction with 7 steps

1: pyrrolidine; DBU / 0.5 h / 0 °C

2: 4.5 g / TFA / CH₂Cl₂; methanol / 0.5 h

3: 92 percent / AgNO₃ / dimethylformamide / 0.25 h / 0 °C

4: 1H-tetrazole / CH₂Cl₂ / 2 h / 20 °C

5: S₈ / CS₂; pyridine / 2 h / 20 °C

6: 217 mg / (HF)*Py / pyridine / 0.17 h / 20 °C

7: 99 percent / pyridine / 4 h / 20 °C

With pyrrolidine; pyridine; 1H-tetrazole; sulfur; pyridine hydrogenfluoride; silver nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In pyridine; methanol; carbon disulfide; dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Hydrolysis / 3: Cyclization / 4: Substitution / 5: sulfurization / 6: desilylation / 7: tritylation;
DOI:10.1021/jo991097e