459224
(S)-α-Amino-γ-butyrolactone hydrochloride
97%
Synonym(s):
L-Homoserine lactone hydrochloride, HSI
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About This Item
Empirical Formula (Hill Notation):
C4H7NO2 · HCl
CAS Number:
Molecular Weight:
137.56
UNSPSC Code:
12352202
NACRES:
NA.22
PubChem Substance ID:
EC Number:
218-571-1
Beilstein/REAXYS Number:
3562187
MDL number:
Quality Level
assay
97%
form
powder or crystals
optical activity
[α]20/D −27.8°, c = 1 in H2O
mp
210-220 °C (dec.) (lit.)
application(s)
peptide synthesis
SMILES string
Cl.N[C@H]1CCOC1=O
InChI
1S/C4H7NO2.ClH/c5-3-1-2-7-4(3)6;/h3H,1-2,5H2;1H/t3-;/m0./s1
InChI key
XBKCXPRYTLOQKS-DFWYDOINSA-N
Application
(S)-α-Amino-γ-butyrolactone hydrochloride can be used:
- As a precursor for the preparation of amino-keto-alcohols and β-amino acids.
- To prepare N-acylhomoserine lactone (AHL) analogs by reacting with substituted 2-chloro-N-phenylacetamide and different halides.
- As a starting material for the synthesis of L-discadenine.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Reaction of (S)-homoserine lactone with Grignard reagents: synthesis of amino-keto-alcohols and β-amino acid derivatives
Gundogdu O, et al.
Tetrahedron Asymmetry, 28(9), 1163-1168 (2017)
Natural products from social amoebae
Barnett R and Stallforth P
Chemistry?A European Journal , 24(17), 4202-4214 (2018)
Design, synthesis and antibacterial evaluation of novel AHL analogues
Ren J, et al.
Bioorganic & Medicinal Chemistry Letters, 23(14), 4154-4156 (2013)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 459224-1G | 04061832343082 |