(2R)-2-amino-4-methylpentan-1-ol

• ChemBase ID: 69443
• Molecular Formular: C6H15NO
• Molecular Mass: 117.1894
• Monoisotopic Mass: 117.11536411
• SMILES: C([C@H](N)CC(C)C)O
• Canonical SMILES: OC[C@@H](CC(C)C)N
• InChI: InChI=1S/C6H15NO/c1-5(2)3-6(7)4-8/h5-6,8H,3-4,7H2,1-2H3/t6-/m1/s1
• InChIKey: VPSSPAXIFBTOHY-ZCFIWIBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-4-methylpentan-1-ol
• IUPAC Traditional name: (2R)-2-amino-4-methylpentan-1-ol
• Synonyms: (R)-2-Amino-4-methylpentanol; H-D-Leu-ol; (2R)-2-Amino-4-methyl-1-pentanol; (2R)-4-Methylpentane-1-hydroxy-2-amine; (R)-(-)-2-Amino-4-methyl-1-pentanol; (R)-(-)-Leucinol; D-Leucinol; (R)-2-Amino-4-methyl-1-pentanol; D-Leucinol; (R)-(-)-Leucinol; D-(-)-LEUCINOL; L-Leucinol; (2S)-(+)-Leucinol; (2S)-2-Amino-4-methylpentan-1-ol; D-Leucinol; D-亮氨醇; (R)-2-氨基-4-甲基-1-戊醇; D-亮氨醇; (R)-(-)-亮氨醇

Database IDs

• CAS Number: 53448-09-2; 7533-40-6
• MDL Number: MFCD00004734; MFCD00063676
• Beilstein Number: 1719241
• PubChem SID: 24882182; 24857984; 162035169
• PubChem CID: 2724002

CALCULATED PROPERTIES

• Acid pKa: 15.12735
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -2.6564274
• LogD (pH = 7.4): -1.9765102
• Log P: 0.3551243
• Molar Refractivity: 34.3035 cm^3
• Polarizability: 13.926987 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 198-200 °C/768 mmHg(lit.); 198-200°C/690mm
• Flash Point: 194 °F; 90 °C; 90°C(194°F)
• Density: 0.907 g/mL at 20 °C(lit.); 0.917; 0.917 g/mL at 25 °C(lit.); 0.92 g/ml
• Refractive Index: 1.4496; n20/D 1.4496(lit.); n20/D 1.450
• Optical Rotation: [α]20/D -4.0±0.5°, c = 9% in ethanol; [α]20/D -4°, c = 9 in ethanol; -3.2 (c=9 in ethanol)

Safety Information

• Storage Warning: Air Sensitive; IRRITANT; Irritant/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H227
• GHS Precautionary statements: P280G-P305+P351+P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: ≥98.0% (sum of enantiomers, GC); 95+%; 97%; 98%
• Grade: purum
• Optical Purity: enantiomeric ratio: ≥99:1 (GC)
• Linear Formula: (CH3)2CHCH2CH(NH2)CH2OH
• Empirical Formula (Hill Notation): C6H15NO

DETAILS

MP Biomedicals - 02155194

([R]-2-Amino-4-methyl-1-pentanol) 1 ml = approx. 0.92 g.

Sigma Aldrich - 298417

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 61915

Other Notes
N-Protection and transformation of OH group1,2,3; Selective O-derivatization4

Toronto Research Chemicals - L330120

Potent antiproliferative agent, exhibits growth inhibition and induction in melanoma cells. Efficient organocatalysts for the cross-aldol reaction of isatin and its derivatives.

REFERENCES

• Landau, O., et al.: Cancer Lett., 69, 203 (1993)
• Malkov, A., et al.: Org. Lett., 9, 5473 (1993)