806463
Ac-Val-OH
95%, powder
Synonym(s):
N-α-Acetyl-L-valine, N-Acyl-Valine
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About This Item
Empirical Formula (Hill Notation):
C7H13NO3
CAS Number:
Molecular Weight:
159.18
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
202-537-8
MDL number:
Product Name
Ac-Val-OH,
InChI
1S/C7H13NO3/c1-4(2)6(7(10)11)8-5(3)9/h4,6H,1-3H3,(H,8,9)(H,10,11)/t6-/m0/s1
InChI key
IHYJTAOFMMMOPX-LURJTMIESA-N
SMILES string
O=C(O)[C@H](C(C)C)NC(C)=O
assay
95%
form
powder
mp
170.5 °C
application(s)
peptide synthesis
General description
Ac-Val-OH is an N-protected valine amino acid ligand. It participates in the 2,6-diolefination reaction of phenylacetic acids.
Application
Ac-Val-OH may be employed as a ligand for the meta-selective tert-alkylation reaction.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Keary M Engle et al.
Journal of the American Chemical Society, 132(40), 14137-14151 (2010-09-22)
Initial rate studies have revealed dramatic acceleration in aerobic Pd(II)-catalyzed C-H olefination reactions of phenylacetic acids when mono-N-protected amino acids are used as ligands. In light of these findings, systematic ligand tuning was undertaken, which has resulted in drastic improvements
Jie Li et al.
Journal of the American Chemical Society, 137(43), 13894-13901 (2015-09-30)
Acylated amino acid ligands enabled ruthenium(II)-catalyzed C-H functionalizations with excellent levels of meta-selectivity. The outstanding catalytic activity of the ruthenium(II) complexes derived from monoprotected amino acids (MPAA) set the stage for the first ruthenium-catalyzed meta-functionalizations with removable directing groups. Thereby
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