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Merck
CN

680214

N-Boc-4-piperidineacetaldehyde

97%

Synonym(s):

4-(2-Oxoethyl)piperidine-1-carboxylic acid, tert-butyl ester, tert-Butyl 4-(formylmethyl)piperidine-1-carboxylate

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About This Item

Empirical Formula (Hill Notation):
C12H21NO3
CAS Number:
142374-19-4
Molecular Weight:
227.30
NACRES:
NA.22
PubChem Substance ID:
24885547
UNSPSC Code:
12352100
MDL number:
MFCD03425258

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InChI

1S/C12H21NO3/c1-12(2,3)16-11(15)13-7-4-10(5-8-13)6-9-14/h9-10H,4-8H2,1-3H3

SMILES string

[H]C(=O)CC1CCN(CC1)C(=O)OC(C)(C)C

InChI key

PSRHRFNKESVOEL-UHFFFAOYSA-N

assay

97%

form

solid

mp

38-42 °C

application(s)

peptide synthesis

functional group

aldehyde

Application

Building block employed in a synthesis of (S)-quinuclidine-2-carboxylic acid. Substrate used in an enanioselective organo-catalytic α-vinylation reaction.
Reactant for synthesis of:
  • Pim-1 inhibitors
  • Selective GPR119 agonists for type II diabetes


Reactant for:
  • α-arylation of aldehydes
  • Enantioselective α-benzylation of aldehydes via photoredox organocatalysis
  • Enantioselective α−triflouromethylation of aldehydes

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

>230.0 °F

flash_point_c

> 110 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN9054
MKBS8110V
MKBJ9999V
MKBH6902V
MKBF0724V

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Tetrahedron Letters, 47, 2515-2515 (2006)
Enantioselective organo-SOMO catalysis: the alpha-vinylation of aldehydes.
Hahn Kim et al.
Journal of the American Chemical Society, 130(2), 398-399 (2007-12-22)

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