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132527

Sigma-Aldrich

(S)-(+)-2-Amino-1-butanol

≥98%

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About This Item

Linear Formula:
C2H5CH(NH2)CH2OH
CAS Number:
Molecular Weight:
89.14
Beilstein:
1718930
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Assay

≥98%

form

liquid

optical activity

[α]20/D +10°, neat

optical purity

ee: 96% (GLC)

refractive index

n20/D 1.4521 (lit.)

bp

172-174 °C (lit.)

density

0.944 g/mL at 25 °C (lit.)

functional group

amine
hydroxyl

SMILES string

CC[C@H](N)CO

InChI

1S/C4H11NO/c1-2-4(5)3-6/h4,6H,2-3,5H2,1H3/t4-/m0/s1

InChI key

JCBPETKZIGVZRE-BYPYZUCNSA-N

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Application

(S)-(+)-2-Amino-1-butanol is a chiral amino alcohol that may be used in the synthesis of (S)-2-(6-benzylamino-9-isopropyl-9H-purin-2-ylamino) butan-1-ol, an (S)-enantiomer of roscovitine. It can also be used to synthesize homochiral 2-methylpyrroles. (S)-(+)-2-Amino-1-butanol is an intermediate for the synthesis of (S,S)-ethambutol, an antibacterial agent for treating tuberculosis.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

203.0 °F - closed cup

Flash Point(C)

95 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis and configuration of the cyclin-dependent kinase inhibitor roscovitine and its enantiomer.
Wang S, et al
Tetrahedron Asymmetry, 12(20), 2891-2894 (2001)
Synthesis and photooxygenation of homochiral 2-methylpyrrole derivatives of chiral amino alcohols: simple, selective access to chiral bicyclic lactams
Aydogan F and Demir AS
Tetrahedron Asymmetry, 15(2), 259-265 (2004)
Enantioselective synthesis of (S, S)-ethambutol using proline-catalyzed asymmetric a-aminooxylation and a-amination
Kotkar SP and Sudalai A
Tetrahedron Asymmetry, 17(11), 1738-1742 (2006)

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