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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:
5856-62-2
Molecular Weight:
89.14
Beilstein:
1718930
EC Number:
227-475-9
MDL number:
MFCD00064418
UNSPSC Code:
12352116
PubChem Substance ID:
24848057
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.)

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
GHS05

Signal Word

Danger

Hazard Statements

H314

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

132527-VAR:
132527-5G:
132527-1G:
132527-BULK:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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