680214

Sigma-Aldrich

N-Boc-4-piperidineacetaldehyde

97%

Synonym(s):
tert-Butyl 4-(formylmethyl)piperidine-1-carboxylate, 4-(2-Oxoethyl)piperidine-1-carboxylic acid, tert-butyl ester
Empirical Formula (Hill Notation):
C12H21NO3
CAS Number:
Molecular Weight:
227.30
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

application(s)

peptide synthesis: suitable

mp

38-42 °C

SMILES string

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

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

InChI key

PSRHRFNKESVOEL-UHFFFAOYSA-N

Application

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
Building block employed in a synthesis of (S)-quinuclidine-2-carboxylic acid. Substrate used in an enanioselective organo-catalytic α-vinylation reaction.

Packaging

1 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

230.0 °F

Flash Point(C)

> 110 °C

Certificate of Analysis
Certificate of Origin
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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