(S)-3-{(S)-2-Azido-3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionyl}-4-benzyl-oxazolidin-2-one

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Chemical Name:(S)-3-{(S)-2-Azido-3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionyl}-4-benzyl-oxazolidin-2-one
CAS No.:182249-56-5
Molecular Formula:C₂₆H₃₄N₄O₅Si
Molecular Weight:510.665
Hs Code.:

Synonyms:(S)-3-{(S)-2-Azido-3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionyl}-4-benzyl-oxazolidin-2-one

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Chemical Property of (S)-3-{(S)-2-Azido-3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionyl}-4-benzyl-oxazolidin-2-one

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Technology Process of (S)-3-{(S)-2-Azido-3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionyl}-4-benzyl-oxazolidin-2-one

There total 6 articles about (S)-3-{(S)-2-Azido-3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionyl}-4-benzyl-oxazolidin-2-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:

: 1135-15-5
dihydroisoferulic acid

: 182249-56-5
(S)-3-{(S)-2-Azido-3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionyl}-4-benzyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / DBU / benzene / 7 h / Heating

2: 86 percent / DMAP, Et₃N / CH₂Cl₂ / 17 h / Ambient temperature

3: 99 percent / H₂ / Pd-C / tetrahydrofuran / 3.5 h / 760 Torr / Ambient temperature

5: 1) KHMDS, 2) trisyl azide / 1) THF, toluene, -78 deg C, 20 min, 2) THF, toluene, -78 deg C, 5 min

With dmap; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1021/jo960956l

Reference yield:

: 182249-52-1
3-(3-hydroxy-4-methoxyphenyl)propionic acid benzyl ester

: 182249-56-5
(S)-3-{(S)-2-Azido-3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionyl}-4-benzyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / DMAP, Et₃N / CH₂Cl₂ / 17 h / Ambient temperature

2: 99 percent / H₂ / Pd-C / tetrahydrofuran / 3.5 h / 760 Torr / Ambient temperature

4: 1) KHMDS, 2) trisyl azide / 1) THF, toluene, -78 deg C, 20 min, 2) THF, toluene, -78 deg C, 5 min

With dmap; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo960956l

Reference yield:

: 182249-53-2
3-[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionic acid benzyl ester

: 182249-56-5
(S)-3-{(S)-2-Azido-3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionyl}-4-benzyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / H₂ / Pd-C / tetrahydrofuran / 3.5 h / 760 Torr / Ambient temperature

3: 1) KHMDS, 2) trisyl azide / 1) THF, toluene, -78 deg C, 20 min, 2) THF, toluene, -78 deg C, 5 min

With 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1021/jo960956l