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

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Chemical Name:2'-O-[bis(2-cyano-1,1-dimethylethoxy)thiophosphoryl]-5'-O-(4,4'-dimethoxytrityl)-2-N-phenylacetyl-6-O-(2-cyanoethyl)guanosine
CAS No.:309967-59-7
Molecular Formula:C₅₂H₅₅N₈O₁₀PS
Molecular Weight:1015.1
Hs Code.:

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

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Chemical Property of 2'-O-[bis(2-cyano-1,1-dimethylethoxy)thiophosphoryl]-5'-O-(4,4'-dimethoxytrityl)-2-N-phenylacetyl-6-O-(2-cyanoethyl)guanosine

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Technology Process of 2'-O-[bis(2-cyano-1,1-dimethylethoxy)thiophosphoryl]-5'-O-(4,4'-dimethoxytrityl)-2-N-phenylacetyl-6-O-(2-cyanoethyl)guanosine

There total 9 articles about 2'-O-[bis(2-cyano-1,1-dimethylethoxy)thiophosphoryl]-5'-O-(4,4'-dimethoxytrityl)-2-N-phenylacetyl-6-O-(2-cyanoethyl)guanosine 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: 99.0%

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

: 309967-55-3
2'-O-[bis(2-cyano-1,1-dimethylethoxy)thiophosphoryl]-2-N-phenylacetyl-6-O-(2-cyanoethyl)guanosine

: 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:: With pyridine; at 20 ℃; for 4h;
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

Reference yield:

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

: 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 6 steps

1: 4.5 g / TFA / CH₂Cl₂; methanol / 0.5 h

2: 92 percent / AgNO₃ / dimethylformamide / 0.25 h / 0 °C

3: 1H-tetrazole / CH₂Cl₂ / 2 h / 20 °C

4: S₈ / CS₂; pyridine / 2 h / 20 °C

5: 217 mg / (HF)*Py / pyridine / 0.17 h / 20 °C

6: 99 percent / pyridine / 4 h / 20 °C

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