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L-Leucic acid

L-Leucic acid Suppliers list
Company Name: Shanghai Chiral Chemicals Inc.  Gold
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L-Leucic acid manufacturers

  • (S)-Leucic acid
  • (S)-Leucic acid pictures
  • $29.00
  • 2026-09-10
  • CAS:13748-90-8
  • Purity: 98.44%
  • Supply Ability: 10g
  • L-LEUCIC ACID
  • L-LEUCIC ACID pictures
  • $15.00
  • 2021-07-02
  • CAS:13748-90-8
  • Min. Order: 1KG
  • Purity: 99%+ HPLC
L-Leucic acid Basic information
Product Name:L-Leucic acid
Synonyms:(s)-pentanoicaci;(S)-(-)-2-HYDROXYISOCAPROIC ACID;(S)-2-HYDROXY-4-METHYLVALERIC ACID;L-2-hydroxy-4-methylvaleric acid;L-ALPHA-HYDROXYISOCAPROIC ACID;(S)-(-)-2 HYDROXYSOCAPROIC ACID,98%;Pentanoic acid, 2-hydroxy-4-methyl-, (2S)-;(2S)-2-hydroxy-4-methylpentanoic acid
CAS:13748-90-8
MF:C6H12O3
MW:132.16
EINECS:237-329-6
Product Categories:API intermediates;Carboxylic Acids (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;chiral
Mol File:13748-90-8.mol
L-Leucic acid Structure
L-Leucic acid Chemical Properties
Melting point 78-80 °C(lit.)
Boiling point 277.83°C (rough estimate)
density 1.0160 (rough estimate)
refractive index -26 ° (C=2, 1 %NaOH)
storage temp. Sealed in dry,Room Temperature
solubility Aqueous Base (Slightly), DMSO (Sparingly), Water (Slightly)
pka3.86±0.21(Predicted)
form Solid
color White to Off-White
Optical Rotation[α]22/D 26.3°, c = 1 in 1 M NaOH
Water Solubility almost transparency
InChIInChI=1S/C6H12O3/c1-4(2)3-5(7)6(8)9/h4-5,7H,3H2,1-2H3,(H,8,9)/t5-/m0/s1
InChIKeyLVRFTAZAXQPQHI-YFKPBYRVSA-N
SMILESC(O)(=O)[C@@H](O)CC(C)C
LogP0.710
CAS DataBase Reference13748-90-8(CAS DataBase Reference)
EPA Substance Registry SystemPentanoic acid, 2-hydroxy-4-methyl-, (2S)- (13748-90-8)
Safety Information
Safety Statements 24/25
WGK Germany 3
TSCA TSCA listed
HS Code 29181990
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
L-Leucic acid Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
UsesL-Leucic Acid is a reagent in the synthesis of cryptophycins based macrocyclic depsipeptides which are used as tubulin inhibitors.
DefinitionChEBI: The (S)-enantiomer of 2-hydroxy-4-methylpentanoic acid. Derived from the metabolism of the branched-chain amino acids, it belongs to the 2-hydroxycarboxylic acid group of amino acid metabolites.
Synthesis
L-Leucine

61-90-5

L-LEUCIC ACID

13748-90-8

GENERAL STEPS: L-leucine (24.92 g, 0.189 mol) was dissolved in 1.25 M H2SO4 (125 mL), stirred and cooled to 0°C. An aqueous solution of sodium nitrite (19.73 g, 0.286 mol) (100 mL) was added dropwise with stirring. After addition, the reaction mixture was continued to be stirred at 0°C for 2 hours, and then brought to room temperature and stirred for 15 hours. After completion of the reaction, the reaction mixture was extracted with ether (6 x 75 mL). The organic layers were combined, dried with anhydrous MgSO4, filtered and concentrated under reduced pressure to remove the ether to give the crude product L-α-hydroxyisocaproic acid (2c or 2d). The crude product was purified by solvent recrystallization from hexane-ether mixture.

IC 50Microbial Metabolite; Human Endogenous Metabolite
References[1] Organic Letters, 2012, vol. 14, # 16, p. 4246 - 4249
[2] Organic Letters, 2006, vol. 8, # 14, p. 2993 - 2996
[3] European Journal of Organic Chemistry, 2009, # 31, p. 5390 - 5405
[4] ACS Chemical Neuroscience, 2013, vol. 4, # 8, p. 1204 - 1216
[5] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993, # 1, p. 11 - 14
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