269107
L-tert-Leucine
99%, for peptide synthesis
Synonym(s):
(S)-2-Amino-3,3-dimethylbutyric acid, L-α-tert-Butylglycine
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About This Item
Linear Formula:
(CH3)3CCH(NH2)CO2H
CAS Number:
Molecular Weight:
131.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352209
MDL number:
Beilstein/REAXYS Number:
1721824
Product Name
L-tert-Leucine, 99%
Quality Level
assay
99%
form
powder
optical activity
[α]20/D −9.5°, c = 3 in H2O
optical purity
ee: 99% (GLC)
reaction suitability
reaction type: solution phase peptide synthesis
mp
≥300 °C (lit.)
application(s)
peptide synthesis
SMILES string
CC(C)(C)[C@H](N)C(O)=O
InChI
1S/C6H13NO2/c1-6(2,3)4(7)5(8)9/h4H,7H2,1-3H3,(H,8,9)/t4-/m1/s1
InChI key
NPDBDJFLKKQMCM-SCSAIBSYSA-N
General description
L-tert-Leucine is an amino acid used as a precursor for synthesizing chiral tridentate Schiff base ligands.
Application
L-tert-Leucine can be used:
- As a key precursor in the synthesis of a chiral phosphinooxazoline ligand, (S)-tert-butylPHOX.
- In the synthesis of chiral copper(II) polymers that can catalyze the kinetic resolution of secondary alcohols by acylation.
- In metal-free tandem radical cyclization reactions to synthesize 6-alkyl/acyl phenanthridines.
- In the preparation of tert-leucine-derived N-acetylthiazolidinethione auxiliary that provides high levels of diastereoselection in acetate aldol reactions with a variety of aldehydes.
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Highly Selective Asymmetric Acetate Aldol Reactions of an N-Acetyl Thiazolidinethione Reagent.
Zhang Y, et al.
Organic Letters, 6(1), 23-25 (2004)
Synthesis, structure and application of chiral copper (II) coordination polymers for asymmetric acylation.
Jammi S, et al.
Inorganic Chemistry, 47(12), 5093-5098 (2008)
Tridentate ligands derived from L-tert-Leucine for the Cu (II) mediated asymmetric Henry reaction
Korkmaz N, et al.
Turkish Journal of Chemistry, 35, 361-374 (2011)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 269107-25G | 04061826134986 |
| 269107-5G | 04061826134993 |