(6R)-6-((tert-butyldiphenylsilyloxy)methyl)-1-(toluene-4-sulfonyl)-1,6-dihydropyridine-2,5-dione

Base Information

Chemical Name:(6R)-6-((tert-butyldiphenylsilyloxy)methyl)-1-(toluene-4-sulfonyl)-1,6-dihydropyridine-2,5-dione
CAS No.:1018811-57-8
Molecular Formula:C₂₉H₃₁NO₅SSi
Molecular Weight:533.72
Hs Code.:

Synonyms:(6R)-6-((tert-butyldiphenylsilyloxy)methyl)-1-(toluene-4-sulfonyl)-1,6-dihydropyridine-2,5-dione

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Chemical Property of (6R)-6-((tert-butyldiphenylsilyloxy)methyl)-1-(toluene-4-sulfonyl)-1,6-dihydropyridine-2,5-dione

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Technology Process of (6R)-6-((tert-butyldiphenylsilyloxy)methyl)-1-(toluene-4-sulfonyl)-1,6-dihydropyridine-2,5-dione

There total 7 articles about (6R)-6-((tert-butyldiphenylsilyloxy)methyl)-1-(toluene-4-sulfonyl)-1,6-dihydropyridine-2,5-dione 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: 95.0%

: 1018811-51-2
(2R,6S)-2-((tert-butyldiphenylsilyloxy)methyl)-6-hydroxy-1-(toluene-4-sulfonyl)-1,6-dihydropyridin-3(2H)-one

: 1018811-57-8
(6R)-6-((tert-butyldiphenylsilyloxy)methyl)-1-(toluene-4-sulfonyl)-1,6-dihydropyridine-2,5-dione

Guidance literature:: With jones reagent; In acetone; at -10 ℃; for 0.333333h;
DOI:10.3390/12040735

Reference yield:

: 124067-17-0
(2R) 1-<(t-butyldiphenylsilyl)oxy>-2-furanylethanol

: 1018811-57-8
(6R)-6-((tert-butyldiphenylsilyloxy)methyl)-1-(toluene-4-sulfonyl)-1,6-dihydropyridine-2,5-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / diethyl azodicarboxylate; PPh₃ / tetrahydrofuran / 1.5 h

2: 80 percent / NaOH / H₂O; methanol / 3 h / 20 °C

3: 78 percent / diphenylphosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 2 h / 0 °C

4: hydrogen / Pd/C / ethyl acetate / 0.67 h / 750.08 Torr

5: 0.5 g / triethylamine / CH₂Cl₂ / 3 h / 20 °C

6: 88 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 4 h / 20 °C

7: 95 percent / Jones reagent / acetone / 0.33 h / -10 °C

With sodium hydroxide; jones reagent; diphenylphosphoranyl azide; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; acetone; toluene; 7: Jones oxidation;
DOI:10.3390/12040735

Reference yield:

: 381164-66-5
(S)-2-(tert-butyldiphenylsilyloxy)-1-(furan-2-yl)ethanol

: 1018811-57-8
(6R)-6-((tert-butyldiphenylsilyloxy)methyl)-1-(toluene-4-sulfonyl)-1,6-dihydropyridine-2,5-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / diphenylphosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 2 h / 0 °C

2: hydrogen / Pd/C / ethyl acetate / 0.67 h / 750.08 Torr

3: 0.5 g / triethylamine / CH₂Cl₂ / 3 h / 20 °C

4: 88 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 4 h / 20 °C

5: 95 percent / Jones reagent / acetone / 0.33 h / -10 °C

With jones reagent; diphenylphosphoranyl azide; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In dichloromethane; ethyl acetate; acetone; toluene; 5: Jones oxidation;
DOI:10.3390/12040735