2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(3-fluoro-4-nitro-phenyl)-ethyl]-isoindole-1,3-dione

Base Information

Chemical Name:2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(3-fluoro-4-nitro-phenyl)-ethyl]-isoindole-1,3-dione
CAS No.:197777-92-7
Molecular Formula:C₂₂H₂₅FN₂O₅Si
Molecular Weight:444.535
Hs Code.:

Synonyms:2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(3-fluoro-4-nitro-phenyl)-ethyl]-isoindole-1,3-dione

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Chemical Property of 2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(3-fluoro-4-nitro-phenyl)-ethyl]-isoindole-1,3-dione

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Technology Process of 2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(3-fluoro-4-nitro-phenyl)-ethyl]-isoindole-1,3-dione

There total 6 articles about 2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(3-fluoro-4-nitro-phenyl)-ethyl]-isoindole-1,3-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: 90.0%

: 136918-14-4,85-41-6
phthalimide

: (S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(3-fluoro-4-nitro-phenyl)-ethanol

: 197777-92-7
2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(3-fluoro-4-nitro-phenyl)-ethyl]-isoindole-1,3-dione

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃; for 6h;
DOI:10.1016/S0040-4039(97)01749-8

Reference yield:

: 446-34-4
2-fluoro-4-methyl-1-nitrobenzene

: 197777-92-7
2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(3-fluoro-4-nitro-phenyl)-ethyl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 65 percent / NBS, AIBN / CCl₄ / 8 h / Irradiation

2: 100 percent / benzene / 26 h / Ambient temperature

3: 60 percent / Na₂CO₃ / H₂O; CHCl₃ / 1 h / Ambient temperature

4: 90 percent / (DHQ)2PHAL, K₂CO₃, K₃Fe(CN)6, OsO₄ / 2-methyl-propan-2-ol; H₂O / 8 h / 0 °C

5: 95 percent / imidazole / CH₂Cl₂ / 1 h / 0 °C

6: 90 percent / PPh₃, DEAD / tetrahydrofuran / 6 h / 0 °C

With 1H-imidazole; N-Bromosuccinimide; osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether; 2,2'-azobis(isobutyronitrile); sodium carbonate; potassium carbonate; triphenylphosphine; potassium hexacyanoferrate(III); diethylazodicarboxylate; In tetrahydrofuran; tetrachloromethane; dichloromethane; chloroform; water; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(97)01749-8

Reference yield:

: 131858-37-2
4-(bromomethyl)-2-fluoro-1-nitrobenzene

: 197777-92-7
2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(3-fluoro-4-nitro-phenyl)-ethyl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / benzene / 26 h / Ambient temperature

2: 60 percent / Na₂CO₃ / H₂O; CHCl₃ / 1 h / Ambient temperature

3: 90 percent / (DHQ)2PHAL, K₂CO₃, K₃Fe(CN)6, OsO₄ / 2-methyl-propan-2-ol; H₂O / 8 h / 0 °C

4: 95 percent / imidazole / CH₂Cl₂ / 1 h / 0 °C

5: 90 percent / PPh₃, DEAD / tetrahydrofuran / 6 h / 0 °C

With 1H-imidazole; osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether; sodium carbonate; potassium carbonate; triphenylphosphine; potassium hexacyanoferrate(III); diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; chloroform; water; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(97)01749-8