N-α-Acetyl-L-alanine 1-naphthyl ester
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N-α-Acetyl-L-alanine 1-naphthyl ester

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Category
L-Amino Acids
Catalog number
BAT-006902
CAS number
69975-68-4
Molecular Formula
C15H15NO3
Molecular Weight
257.29
N-α-Acetyl-L-alanine 1-naphthyl ester
IUPAC Name
naphthalen-1-yl (2S)-2-acetamidopropanoate
Synonyms
Ac-Ala-ONaph(1); Ac-Ala-α-naphthyl ester
Purity
99%
Density
1.185 g/cm3
Boiling Point
490.1°C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C15H15NO3/c1-10(16-11(2)17)15(18)19-14-9-5-7-12-6-3-4-8-13(12)14/h3-10H,1-2H3,(H,16,17)/t10-/m0/s1
InChI Key
QLHFGNPCPMZWQU-JTQLQIEISA-N
Canonical SMILES
CC(C(=O)OC1=CC=CC2=CC=CC=C21)NC(=O)C
1. Di(1-naphthyl) methanol ester of carboxylic acids for absolute stereochemical determination
Jun Zhang, Wei Sheng, Hadi Gholami, Tatsuo Nehira, Babak Borhan Chirality. 2018 Feb;30(2):141-146. doi: 10.1002/chir.22775. Epub 2017 Nov 8.
The absolute stereochemistry of chiral carboxylic acids is determined as a di(1-naphthyl)methanol ester derivative. Computational scoring of conformations favoring either P or M helicity of the naphthyl groups, capable of exciton-coupled circular dichroic coupling, leads to a predicted stereochemistry for the derivatized carboxylic acids.
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