Acetyl-L-isoleucine
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Acetyl-L-isoleucine

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Category
L-Amino Acids
Catalog number
BAT-003867
CAS number
3077-46-1
Molecular Formula
C8H15NO3
Molecular Weight
173.22
Acetyl-L-isoleucine
IUPAC Name
(2S,3S)-2-acetamido-3-methylpentanoic acid
Synonyms
Ac-L-Ile-OH; (2S,3S)-2-acetamido-3-methylpentanoic acid
Appearance
White to off-white crystalline powder
Purity
≥ 99% (HPLC)
Density
1.069±0.06 g/cm3(Predicted)
Melting Point
149-151 °C
Boiling Point
369.7±25.0 °C(Predicted)
Storage
Store at RT
InChI
InChI=1S/C8H15NO3/c1-4-5(2)7(8(11)12)9-6(3)10/h5,7H,4H2,1-3H3,(H,9,10)(H,11,12)/t5-,7-/m0/s1
InChI Key
JDTWZSUNGHMMJM-FSPLSTOPSA-N
Canonical SMILES
CCC(C)C(C(=O)O)NC(=O)C
1.Ligand-accelerated cross-coupling of C(sp2)-H bonds with arylboron reagents.
Engle KM1, Thuy-Boun PS, Dang M, Yu JQ. J Am Chem Soc. 2011 Nov 16;133(45):18183-93. doi: 10.1021/ja203978r. Epub 2011 Oct 21.
A ligand-accelerated Pd(II)-catalyzed C(sp(2))-H/arylboron cross-coupling reaction of phenylacetic acid substrates is reported. Using Ac-Ile-OH as the ligand and Ag(2)CO(3) as the oxidant, a fast, high-yielding, operationally simple, and functional group-tolerant protocol has been developed for the cross-coupling of phenylacetic acid substrates with aryltrifluoroborates. This ligand scaffold has also been shown to improve catalysis using 1 atm O(2) as the sole reoxidant, which sheds light on the path forward in developing optimized ligands for aerobic C-H/arylboron cross-coupling.
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