ChemicalBook > CAS DataBase List > 1-Boc-5-formylindoline

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
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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
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Safety

HS Code 
2933998090
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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.

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N-Bromosuccinimide Price

TRC
Product number
B655885
Product name
1-Boc-5-formylindoline
Packaging
50mg
Price
$115
Updated
2021/12/16
TRC
Product number
B655885
Product name
1-Boc-5-formylindoline
Packaging
250mg
Price
$315
Updated
2021/12/16
Usbiological
Product number
408985
Product name
1-Boc-5-formylindoline
Packaging
25mg
Price
$340
Updated
2021/12/16
SynQuest Laboratories
Product number
4H56-1-8E
Product name
tert-Butyl 5-formylindoline-1-carboxylate
Packaging
1g
Price
$296
Updated
2021/12/16
AK Scientific
Product number
V8570
Product name
1-Boc-5-formylindoline
Packaging
1g
Price
$390
Updated
2021/12/16
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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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1-Boc-5-formylindoline Suppliers

Shanghai Sunway Pharmaceutical Technology Co., Ltd
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