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L-(+)-Isoleucinol

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Products Intro: Product Name:L-Isoleucinol
CAS:24629-25-2
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CAS:24629-25-2
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CAS:24629-25-2
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Products Intro: Product Name:L-(+)-Isoleucinol
CAS:24629-25-2
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L-(+)-Isoleucinol manufacturers

  • L-(+)-Isoleucinol
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  • 2026-03-20
  • CAS:24629-25-2
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  • L-isoleucinol
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  • 2025-04-15
  • CAS:24629-25-2
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  • CAS:24629-25-2
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L-(+)-Isoleucinol Basic information
Product Name:L-(+)-Isoleucinol
Synonyms:(2S,3S)-2-AMINO-3-METHYL-PENTAN-1-OL;(2S,3S)-2-AMINO-3-METHYL-1-PENTANOL;2-AMINO-3-METHYL-1-PENTANOL;(S)-(+)-Isoleucinol,(2S,3S)-2-Amino-3-methyl-1-pentanol, L-Isoleucinol;(S)-(+)-Isoleucinol 97%;(S)-(-)-2-aMino-3-Methylpentan-1-ol;(S)-(+)-Isoleucinol, 95+%;L-Isoleucinol,99%e.e.
CAS:24629-25-2
MF:C6H15NO
MW:117.19
EINECS:246-371-4
Product Categories:Pharmaceutical Intermediates;Amines;blocks;Amino Alcohols;Isoleucine [Ile, I];Amino Alcohols (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;Chiral Compound;Amino alcohols
Mol File:24629-25-2.mol
L-(+)-Isoleucinol Structure
L-(+)-Isoleucinol Chemical Properties
Melting point 36-39 °C(lit.)
alpha 4.5 º (c=1.6, EtOH)
Boiling point 97 °C14 mm Hg(lit.)
density 0.9490 (rough estimate)
refractive index n20/D 1.4589(lit.)
Fp 213 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka12.88±0.10(Predicted)
form Viscous Liquid
color White to light yellow
Optical Rotation[α]20/D +4.0°, c = 1.6 in ethanol
Major Applicationpeptide synthesis
InChIInChI=1S/C6H15NO/c1-3-5(2)6(7)4-8/h5-6,8H,3-4,7H2,1-2H3/t5-,6+/m0/s1
InChIKeyVTQHAQXFSHDMHT-NTSWFWBYSA-N
SMILESC(O)[C@@H](N)[C@@H](C)CC
CAS DataBase Reference24629-25-2(CAS DataBase Reference)
NIST Chemistry Reference(S)-(+)-Isoleucinol(24629-25-2)
Safety Information
Hazard Codes C,Xi,Xn
Risk Statements 34-22-40
Safety Statements 45-36/37/39-26-36-22-24/25
WGK Germany 3
HazardClass IRRITANT
HS Code 29221990
Storage Class10 - Combustible liquids
MSDS Information
ProviderLanguage
(2S,3S)-2-Amino-3-methyl-1-pentanol English
SigmaAldrich English
ACROS English
L-(+)-Isoleucinol Usage And Synthesis
Chemical Propertieswhite to light yellow crystalline solid or
Usespeptide synthesis
reaction suitabilityreaction type: solution phase peptide synthesis
Synthesis
L-Isoleucine

73-32-5

L-(+)-Isoleucinol

24629-25-2

The general procedure for the synthesis of L-isoleucinol from L-isoleucine is as follows: the synthesis of L-isoleucinol was carried out by reference to the literature method 61 with minor adjustments. Lithium aluminum hydride (7.2 g, 0.19 mol, 2.5 eq.) was suspended in anhydrous tetrahydrofuran (120 mL) under nitrogen protection with continuous stirring. Subsequently, L-isoleucine (10 g, 0.08 mol) was added in batches and the reaction suspension was heated to reflux for 20 hours. Upon completion of the reaction, it was cooled to room temperature, ethyl acetate was added slowly and the reaction mixture was carefully poured into concentrated sodium hydroxide solution. The organic layer was extracted with water and the organic phase was subsequently dried with sodium sulfate. Removal of the solvent under reduced pressure gave 4.5 g of L-isoleucinol as a yellow oil, which could be used in subsequent reactions without further purification. The product was characterized by 1H NMR (400 MHz, CDCl3) with the following chemical shifts: δ 0.75-0.90 (6H, m), 1.01-1.17 (1H, m), 1.22-1.36 (1H, m), 1.37-1.50 (1H, m), 2.48 (2H, br s), 2.50-2.65 (1H, m), 3.19 -3.29 (1H, m), 3.57 (1H, dd, J = 3.27,10.64Hz) ppm.

References[1] Synthetic Communications, 1996, vol. 26, # 4, p. 703 - 706
[2] Russian Chemical Bulletin, 2008, vol. 57, # 9, p. 1981 - 1988
[3] Helvetica Chimica Acta, 2004, vol. 87, # 1, p. 90 - 105
[4] Journal of Organic Chemistry, 1993, vol. 58, # 13, p. 3568 - 3571
[5] Chemical Communications, 1997, # 12, p. 1087 - 1088
L-(+)-Isoleucinol Preparation Products And Raw materials
Raw materialsL-Isoleucine-->Lithium Aluminum Hydride-->Tetrahydrofuran
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