Skip to Content
Merck
All Photos(1)

Documents

534579

Sigma-Aldrich

(R)-(−)-2-Amino-1-pentanol

97%

Synonym(s):

D-Norvalinol

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3(CH2)2CH(NH2)CH2OH
CAS Number:
80696-30-6
Molecular Weight:
103.16
MDL number:
MFCD02683228
UNSPSC Code:
12352116
PubChem Substance ID:
24878046
NACRES:
NA.22

Quality Level

100

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-/m1/s1

InChI key

ULAXUFGARZZKTK-RXMQYKEDSA-N

Application

(R)-(-)-2-Amino-1-pentanol can be used as a chiral building block to prepare:
  • A key intermediate, (R)-N-(p-toluenesulfonyl)-2-propylaziridine, which is utilized in the total synthesis of (R)-1-(benzofuran-2-yl)-2-propylaminopentane.
  • (R)-N-benzyloxycarbonyl-aminoaldehydes as potential substrates for dihydroxyacetone phosphate (DHAP)-dependent aldolases.
  • (R)-2-((2-Aminoquinazolin-4-yl)amino)pentan-1-ol as a potent dual toll-like receptor and modulator.

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)

204.8 °F - closed cup

Flash Point(C)

96 °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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Enantioselective synthesis and absolute configuration of (-)-1-(benzofuran-2-yl)-2-propylaminopentane,((-)-BPAP), a highly potent and selective catecholaminergic activity enhancer
Oka T, et al.
Bioorganic & Medicinal Chemistry, 9(5), 1213-1219 (2001)
2, 4-diaminoquinazolines as dual toll-like receptor (TLR) 7/8 modulators for the treatment of hepatitis B virus
Embrechts W, et al.
Journal of Medicinal Chemistry, 61(14), 6236-6246 (2018)
Dihydroxyacetone phosphate aldolase catalyzed synthesis of structurally diverse polyhydroxylated pyrrolidine derivatives and evaluation of their glycosidase inhibitory properties
Calveras J, et al.
Chemistry?A European Journal , 15(30), 7310-7328 (2009)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service