806463
Ac-Val-OH
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
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22
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Assay
95%
form
powder
mp
170.5 °C
application(s)
peptide synthesis
SMILES string
O=C(O)[C@H](C(C)C)NC(C)=O
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
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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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
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
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