591882

Sigma-Aldrich

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

98%

Empirical Formula (Hill Notation):
C13H15NO
CAS Number:
Molecular Weight:
201.26
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

optical activity

[α]20/D -6, c = 1% in chloroform

optical purity

ee: 99% (HPLC)

mp

55.5-59.5 °C (lit.)

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.

Packaging

1 g in glass bottle

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

hazcat

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

Target Organs

Respiratory system

storage_class_code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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)
Catalytic enantioselective conjugate addition of indoles to simple α, β-unsaturated ketones
Bandini M, et al.
Tetrahedron Letters, 44(31), 5843-5846 (2003)
A three-step route to a tricyclic steroid precursor
Taber DF and Sheth RB
The Journal of Organic Chemistry, 73(20), 8030-8032 (2008)

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