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

Base Information

Chemical Name:(2R,6S)-2-((tert-butyldiphenylsilyloxy)methyl)-6-hydroxy-1-(toluene-4-sulfonyl)-1,6-dihydropyridin-3(2H)-one
CAS No.:1018811-51-2
Molecular Formula:C₂₉H₃₃NO₅SSi
Molecular Weight:535.736
Hs Code.:

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

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Chemical Property of (2R,6S)-2-((tert-butyldiphenylsilyloxy)methyl)-6-hydroxy-1-(toluene-4-sulfonyl)-1,6-dihydropyridin-3(2H)-one

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Technology Process of (2R,6S)-2-((tert-butyldiphenylsilyloxy)methyl)-6-hydroxy-1-(toluene-4-sulfonyl)-1,6-dihydropyridin-3(2H)-one

There total 5 articles about (2R,6S)-2-((tert-butyldiphenylsilyloxy)methyl)-6-hydroxy-1-(toluene-4-sulfonyl)-1,6-dihydropyridin-3(2H)-one 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: 88.0%

: 1018811-53-4
(R)-N-[2-(tert-butyldiphenylsilyloxy)-1-(2-furyl)ethyl]-4-methylbenzenesulfonamide

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

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 4h;
DOI:10.3390/12040735

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

With sodium hydroxide; 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; toluene;
DOI:10.3390/12040735

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With 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; toluene;
DOI:10.3390/12040735