184837
2-Amino-3-methyl-1-butanol
97%
Synonym(s):
DL-Valinol
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About This Item
Linear Formula:
(CH3)2CHCH(NH2)CH2OH
CAS Number:
Molecular Weight:
103.16
UNSPSC Code:
12352100
PubChem Substance ID:
EC Number:
240-425-0
MDL number:
Assay:
97%
Form:
liquid
InChI key
NWYYWIJOWOLJNR-UHFFFAOYSA-N
InChI
1S/C5H13NO/c1-4(2)5(6)3-7/h4-5,7H,3,6H2,1-2H3
SMILES string
CC(C)C(N)CO
assay
97%
form
liquid
refractive index
n20/D 1.4543 (lit.)
bp
75-77 °C/8 mmHg (lit.)
density
0.936 g/mL at 25 °C (lit.)
functional group
amine, hydroxyl
Application
2-Amino-3-methyl-1-butanol was used in the synthesis of 1-allyl-2-pyrroleimines. It was also used as chiral nucleophile in the total synthesis of benanomicin-pradimicin antibiotics. It was used as homochiral guest compound during synthesis of crown ethers containing two chiral subunits.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
194.0 °F - closed cup
flash_point_c
90 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Vincenzo Giulio Albano et al.
The Journal of organic chemistry, 73(21), 8376-8381 (2008-10-02)
1-Allyl-2-pyrroleimines obtained from (S)-valinol and (S)-phenylglycinol underwent highly diastereoselective addition of allylmagnesium chloride, used in excess amounts, to give the corresponding secondary amines with concomitant allyl to (Z)-1-propenyl isomerization of the 1-pyrrole substituent. Transformation of the 2-amino alcohol moiety to
Andrei V Malkov et al.
Chemical communications (Cambridge, England), (15)(15), 1948-1949 (2003-08-23)
New N,P-ligands 4-6, derived from valinol and prolinol, respectively, have been developed for the asymmetric, copper(I)-catalysed conjugate addition of diethylzinc to unsaturated ketones; the tertiary amide group has been shown to effectively relay the chiral information from the ligand backbone
Preparation of homochiral phenolic crown ethers containing para-substituted phenol moiety and chiral subunits derived from (S)-1-phenylethane-1, 2-diol: their chiral recognition behaviour in complexation with neutral amines.
Naemura K, et al.
Tetrahedron Asymmetry, 8(6), 873-882 (1997)
M Kakitani et al.
Biochemistry international, 14(4), 597-603 (1987-04-01)
Amino acid activation reaction with valyl-tRNA synthetase (EC 6.1.1.9) from Bacillus stearothermophilus was studied kinetically by measuring ATP-PPi exchange to find the order of the binding of substrate to the enzyme. The effects of the concentration of the substrates (L-valine
E Spitzer et al.
Biochemistry international, 14(4), 581-588 (1987-04-01)
A procedure for purification of plasma membranes from bovine mammary gland has been developed. The binding capacity of EGF to the plasma membranes from mammary tissue of pregnant cows was equal to 335 fmol per mg of protein thus being
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