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269107

Sigma-Aldrich

L-tert-Leucine

99%

Synonym(s):
(S)-2-Amino-3,3-dimethylbutyric acid, L-α-tert-Butylglycine
Linear Formula:
(CH3)3CCH(NH2)CO2H
CAS Number:
Molecular Weight:
131.17
Beilstein:
1721824
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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

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This Item
332178269115407739
L-tert-Leucine 99%

Sigma-Aldrich

269107

L-tert-Leucine

DL-tert-Leucine 98%

Sigma-Aldrich

332178

DL-tert-Leucine

D-tert-Leucine 98%

Sigma-Aldrich

269115

D-tert-Leucine

L-tert-Leucinol 98%

Sigma-Aldrich

407739

L-tert-Leucinol

assay

99%

assay

98%

assay

98%

assay

98%

form

powder

form

powder

form

powder

form

-

optical activity

[α]20/D −9.5°, c = 3 in H2O

optical activity

-

optical activity

[α]25/D +9.5°, c = 3% in H2O

optical activity

[α]26/D +37°, c = 1.5 in ethanol

mp

≥300 °C (lit.)

mp

>300 °C (lit.)

mp

≥300 °C (lit.)

mp

30-34 °C (lit.)

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

-

optical purity

ee: 99% (GLC)

optical purity

-

optical purity

-

optical purity

-

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

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