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Sigma-Aldrich

(3R)-(−)-3-(1-Methyl-1H-indol-3-yl)butyraldehyde

98%

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1 G
$979.00

About This Item

Empirical Formula (Hill Notation):
C13H15NO
CAS Number:
405873-05-4
Molecular Weight:
201.26
MDL number:
MFCD05664285
UNSPSC Code:
12352005
PubChem Substance ID:
24881358
NACRES:
NA.22

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Quality Level

100

assay

98%

optical activity

[α]20/D -6, c = 1% in chloroform

optical purity

ee: 99% (HPLC)

mp

55.5-59.5 °C (lit.)

functional group

aldehyde

SMILES string

C[C@H](CC=O)c1cn(C)c2ccccc12

InChI

1S/C13H15NO/c1-10(7-8-15)12-9-14(2)13-6-4-3-5-11(12)13/h3-6,8-10H,7H2,1-2H3/t10-/m1/s1

InChI key

OQWWHYBHQFZHLP-SNVBAGLBSA-N

Related Categories

Application

(3R)-(−)-3-(1-Methyl-1H-indol-3-yl)butyraldehyde can be used as a substrate in the synthesis of 2-alkyl cyclohexanone intermediates, applicable in the preparation of tricyclic steroid precursors.[1]

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
15711TA

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Can simple enones be useful partners for the catalytic stereoselective alkylation of indoles?
Bandini M, et al.
The Journal of Organic Chemistry, 69(22), 7511-7518 (2004)
A three-step route to a tricyclic steroid precursor
Taber DF and Sheth RB
The Journal of Organic Chemistry, 73(20), 8030-8032 (2008)
Catalytic enantioselective conjugate addition of indoles to simple α, β-unsaturated ketones
Bandini M, et al.
Tetrahedron Letters, 44(31), 5843-5846 (2003)

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