All Photos(1)
Synonym(s):
DL-Valinol
Linear Formula:
(CH3)2CHCH(NH2)CH2OH
CAS Number:
Molecular Weight:
103.16
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
Recommended Products
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.)
SMILES string
CC(C)C(N)CO
InChI
1S/C5H13NO/c1-4(2)5(6)3-7/h4-5,7H,3,6H2,1-2H3
InChI key
NWYYWIJOWOLJNR-UHFFFAOYSA-N
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
194.0 °F
Flash Point(C)
90 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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
Kun Huang et al.
The Journal of organic chemistry, 73(11), 4017-4026 (2008-05-02)
An asymmetric synthesis for the preparation of nonracemic amines bearing heterocyclic and heteroaromatic rings is described. A variety of important enantiopure thionyl and arylalkyl primary amines were afforded by the borane-mediated enantioselective reduction of O-benzyl ketoximes using 10% of catalyst
Minoru Tamiya et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 13(35), 9791-9823 (2007-10-02)
A general approach to the regio- and stereoselective total synthesis of the benanomicin-pradimicin antibiotics (BpAs) is described. Construction of the aglycon has been achieved by 1) the diastereoselective ring-opening of a biaryl lactone by using (R)-valinol as a chiral nucleophile
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
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