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H-D-Ala(3-pyridyl)-OH

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A reagent used in the synthesis of selective ligands derived from somatostatin antagonists.

Category

D-Amino Acids

Catalog number

BAT-000863

CAS number

70702-47-5

Molecular Formula

C8H10N2O2

Molecular Weight

166.18

Specification
Reference Reading

IUPAC Name

(2R)-2-amino-3-pyridin-3-ylpropanoic acid

Synonyms

3-(3-Pyridyl)-D-alanine; (R)-2-Amino-3-(pyridin-3-yl)propanoic acid

Purity

95%

Density

1.271 g/cm3

Boiling Point

370.4ºC at 760 mmHg

Storage

Store at 2-8 °C

InChI

InChI=1S/C8H10N2O2/c9-7(8(11)12)4-6-2-1-3-10-5-6/h1-3,5,7H,4,9H2,(H,11,12)/t7-/m1/s1

InChI Key

DFZVZEMNPGABKO-SSDOTTSWSA-N

Canonical SMILES

C1=CC(=CN=C1)CC(C(=O)O)N

1.Improved synthesis and resolution of beta-(3-pyridyl)-DL-alpha-alanine.

Folkers K, Kubiak T, Stepinski J. Int J Pept Protein Res. 1984 Sep;24(3):197-200.

beta-Benzamido-alpha-(3-pyridyl)-DL-alpha-alanine hydrochloride was synthesized from 3-pyridinecarboxyaldehyde via the azlactone which was hydrolyzed to the acrylic acid before hydrogenation. The methyl ester was effectively resolved with subtilisin. The optical purity of the D-isomer was established, since the D-isomer was used in synthesis of antagonists of the luteinizing hormone releasing hormone.