914348-94-0|tert-Butyl 3-formyl-5-methyl-1H-indole-1-carboxylate| Ambeed

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Quality Control of [ 914348-94-0 ] Purity: 95+% SDS Specification

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Product Details of [ 914348-94-0 ]

CAS No. :	914348-94-0
Formula :	C₁₅H₁₇NO₃
M.W :	259.30
SMILES Code :	C(=O)(OC(C)(C)C)[N]2C1=CC=C(C=C1C(=C2)C=O)C
MDL No. :	MFCD05864696
InChI Key :	FZPLYFQLNOVYNL-UHFFFAOYSA-N
Pubchem ID :	40428521

Safety of [ 914348-94-0 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of [ 914348-94-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 914348-94-0 ]

[ 914348-94-0 ] Synthesis Path-Downstream 1~16

1
[ 5877-59-8 ]
[ 914348-94-0 ]
[ 1428969-23-6 ]

Yield	Reaction Conditions	Operation in experiment
14%	With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; triethylamine; In ethanol; at 70℃; for 48h;Sealed tube;	General procedure: To a solution of 3-benzyl-5-(2-hydroxyethyl)-4-methylthiazol-3-ium chloride in ethanol was added triethylamine and the mixture was stirred at 70 C for 5 min. To the resulting yellow solution were added an aldehyde and a solution of an imine in ethanol. The reaction mixture was stirred in a sealed tube at 50 - 70 C for 18 - 120 h. The reaction mixture was concentrated under reduced pressure and the crude material was purified by flash chromatography on silica gel or precipitation.

References: [1]Patent: WO2013/45516,2013,A1 .Location in patent: Page/Page column 130; 182.

2
[ 52562-50-2 ]
[ 24424-99-5 ]
[ 914348-94-0 ]

Yield	Reaction Conditions	Operation in experiment
0.71 g	With dmap; In acetonitrile; at 20℃;	General procedure: To a solution of an appropriate indole, azaindole or alternative heterocycles (1.0 eq) and di-ferf-butyl dicarbonate (1eq. to 2 eq., more in particular 1.2 eq) in acetonitrile was added DMAP (0.1 to 0.5 eq. more in particular 0.1 eq). The reaction mixture was stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in dichloromethane and washed with a saturated sodium bicarbonate solution. The phases were separated. The aqueous phase was extracted with dichloromethane. The organic phases were combined, washed with a saturated ammonium chloride solution, water and brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The BOC-protected compound was used in the next step without further purification.

References: [1]Patent: WO2013/45516,2013,A1 .Location in patent: Page/Page column 129; 182.
[2]European Journal of Medicinal Chemistry,2016,vol. 112,p. 289 - 297.
[3]Journal of Medicinal Chemistry,2019,vol. 62,p. 6734 - 6750.

3
[ 914348-94-0 ]
[ 1779-49-3 ]
tert-butyl 5-methyl-3-vinyl-1H-indole-1-carboxylate [ No CAS ]