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534587

Sigma-Aldrich

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

97%

Synonym(s):

L-Norvalinol

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About This Item

Linear Formula:
CH3(CH2)2CH(NH2)CH2OH
CAS Number:
22724-81-8
Molecular Weight:
103.16
MDL number:
MFCD02683229
UNSPSC Code:
12352116
PubChem Substance ID:
24878048
NACRES:
NA.22

Assay

97%

optical activity

[α]20/D +17°, c = 1 in chloroform

mp

44-48 °C (lit.)

SMILES string

CCC[C@H](N)CO

InChI

1S/C5H13NO/c1-2-3-5(6)4-7/h5,7H,2-4,6H2,1H3/t5-/m0/s1

InChI key

ULAXUFGARZZKTK-YFKPBYRVSA-N

Application

(S)-(+)-2-Amino-1-pentanol can be used:
  • As a model compound in the study of estimation of dilution enthalpies of (R)-(−)-2-amino-1-pentanol in DMSO+H2O mixtures using isothermal titration calorimeter.
  • As a substrate to prepare tricyclic heterocyclic compounds as possible antagonists of corticotropin-releasing factor-1.
  • As an intermediate in one of the key synthetic steps for the preparation of an antiviral agent telaprevir.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

213.8 °F - closed cup

Flash Point(C)

101 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Ugi and Passerini reactions of biocatalytically derived chiral aldehydes: application to the synthesis of bicyclic pyrrolidines and of antiviral agent telaprevir
Moni L, et al.
The Journal of Organic Chemistry, 80(7), 3411-3428 (2015)
Pairwise interaction enthalpies of enantiomers of β-amino alcohols in DMSO+ H2O mixtures at 298.15 K
Liang H, et al.
Chirality, 24(5), 374-385 (2012)
Design and synthesis of tricyclic corticotropin-releasing factor-1 antagonists
Gross RS, et al.
Journal of Medicinal Chemistry, 48(18), 5780-5793 (2005)

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