1-Boc-5-formylindoline
- Product Name
- 1-Boc-5-formylindoline
- CAS No.
- 879887-32-8
- Chemical Name
- 1-Boc-5-formylindoline
- Synonyms
- 1-Boc-5-formylindoline;tert-butyl 5-formylindoline-1-carboxylate;1H-Indole-1-carboxylicacid,5-forMyl-2,3-dihydro-,1,1-diMethylethylester;5-Formyl-2,3-dihydro-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester
- CBNumber
- CB72534405
- Molecular Formula
- C14H17NO3
- Formula Weight
- 247.29
- MOL File
- 879887-32-8.mol
1-Boc-5-formylindoline Property
- Boiling point:
- 382.1±41.0 °C(Predicted)
- Density
- 1.186±0.06 g/cm3(Predicted)
- storage temp.
- -20°C, sealed storage, away from moisture
- pka
- -2.49±0.20(Predicted)
- Appearance
- White to off-white Solid
Safety
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B655885
- Product name
- 1-Boc-5-formylindoline
- Packaging
- 50mg
- Price
- $115
- Updated
- 2021/12/16
- Product number
- B655885
- Product name
- 1-Boc-5-formylindoline
- Packaging
- 250mg
- Price
- $315
- Updated
- 2021/12/16
- Product number
- 408985
- Product name
- 1-Boc-5-formylindoline
- Packaging
- 25mg
- Price
- $340
- Updated
- 2021/12/16
- Product number
- 4H56-1-8E
- Product name
- tert-Butyl 5-formylindoline-1-carboxylate
- Packaging
- 1g
- Price
- $296
- Updated
- 2021/12/16
- Product number
- V8570
- Product name
- 1-Boc-5-formylindoline
- Packaging
- 1g
- Price
- $390
- Updated
- 2021/12/16
1-Boc-5-formylindoline Chemical Properties,Usage,Production
Synthesis
261732-38-1
68-12-2
879887-32-8
143262-10-6
5-Bromo-1-tert-butoxycarbonyl dihydroindole (2.0 g, 6.7 mmol) and N,N-dimethylformamide (0.53 mL, 6.7 mmol) were used as raw materials and dissolved in tetrahydrofuran (30 mL). The resulting solution was cooled to -78 °C under stirring and a pentane solution of tert-butyllithium (1.7 M, 10.3 mL, 17.5 mmol) was added slowly and dropwise over 5 min under nitrogen protection. After the reaction mixture was stirred at -78 °C for 2 h, acetic acid (3 mL) was added. Subsequently, the cloudy mixture was slowly warmed to room temperature over 30 min and diluted with ethyl acetate (100 mL). The organic phase was washed sequentially with saturated sodium carbonate solution (2 × 10 mL) and brine (10 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuum to give the crude product as an oil. Purification by column chromatography (eluent: ethyl acetate/hexane, 1:9 to 1:1 gradient elution) and vacuum removal of the solvent resulted in the isolation of two products, both white solids: (1) 1-tert-butoxycarbonyldihydroindole (270 mg, 18% yield): 1H NMR (CDCl3, 300 MHz): δ 7.18-7.10 (m, 2H), 6.92 (t 1H, J = 7 Hz), 3.97 (t, 2H, J = 7 Hz), 3.08 (t, 2H, J = 7 Hz), 1.57 (s, 9H); MS (APCI+): m/z 220 ([C13H18NO2 + H]+); (2) 1-Boc-5-formylindoline (650 mg, 39% yield): 1H NMR (CDCl3 , 300 MHz): δ 9.86 (s, 1H), 7.9 (br s, 1H), 7.70-7.65 (m, 2H), 4.06 (t, 2H, J = 7 Hz), 3.15 (t, 2H, J = 7 Hz), 1.58 (s, 9H); MS (ES+): m/z 248 ([C14H18NO3 + H]+).
References
[1] Patent: US2006/63799, 2006, A1. Location in patent: Page/Page column 11
1-Boc-5-formylindoline Preparation Products And Raw materials
Raw materials
Preparation Products
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