Skip to Content
Merck
All Photos(1)

Key Documents

More Documents

269107

Sigma-Aldrich

L-tert-Leucine

99%, for peptide synthesis

Synonym(s):

(S)-2-Amino-3,3-dimethylbutyric acid, L-α-tert-Butylglycine

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(CH3)3CCH(NH2)CO2H
CAS Number:
20859-02-3
Molecular Weight:
131.17
Beilstein:
1721824
MDL number:
MFCD00064218
UNSPSC Code:
12352209
PubChem Substance ID:
24856311
NACRES:
NA.22

product name

L-tert-Leucine, 99%

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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 Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

Fmoc-α-t-butylglycine Novabiochem®

Sigma-Aldrich

8.52027

Fmoc-α-t-butylglycine

Use of unprotected amino acids in metal-free tandem radical cyclization reactions: divergent synthesis of 6-alkyl/acyl phenanthridines.
Lu S C, et al.
Royal Society of Chemistry Advances, 7(88), 55891-55896 (2017)
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)
Preparation of (S)?tert?Butyl PHOX: (Oxazole, 4?(1, 1?Dimethylethyl)?2?[2?(Diphenylphosphino) Phenyl]?4, 5?Dihydro?(4S)?).
Krout M R, et al.
Organic Syntheses, 86, 181-193 (2003)
Philippe Bisel et al.
Organic & biomolecular chemistry, 6(15), 2655-2665 (2008-07-18)
The unique reactivity pattern elicited by the crowded tert-butyl group is highlighted by summarising characteristic applications. Starting from the use of this simple hydrocarbon moiety in chemical transformations, via its relevance in Nature and its implication in biosynthetic and biodegradation
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service