| Identification | More | [Name]
L-Homoserine lactone hydrochloride | [CAS]
2185-03-7 | [Synonyms]
H-L-HSE-LACTONE HCL
HOMOSERINE LACTONE HYDROCHLORIDE
HOMOSERINE(L-) LACTONE HCL
HSE LACTONE HCL
HSL
L-(-)-A-AMINO-G-BUTYROLACTONE HYDROCHLORIDE
L-(-)-HOMOSERINE LACTONE HYDROCHLORIDE
L-HOMOSERINE LACTONE HYDROCHLORIDE
(S)-2-AMINO-4-BUTYROLACTONE HYDROCHLORIDE
(S)-3-AMINO-DIHYDROFURAN-2(3H)-ONE HYDROCHLORIDE
(S)-(-)-3-AMINOTETRAHYDROFURAN-2-ONE HYDROCHLORIDE
(S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROCHLORIDE
(S)-(+)-α-amino-γ-butyrolactone hydrochloride
L-Homoserine Lactone HCl
(S)-[dihydro-2-oxo-3-furyl]ammonium chloride
(S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTON HYDROCHLORID 97%
(S)-Homoserinelactonehydrochloride
(S)-ALPHA-AMINO--BUTYROLACTONE HYDROCHLORIDE
L-Homoserine lactone hydrochloride, HSI | [EINECS(EC#)]
218-571-1 | [Molecular Formula]
C4H8ClNO2 | [MDL Number]
MFCD00058172 | [Molecular Weight]
137.56 | [MOL File]
2185-03-7.mol |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
210-220 °C (dec.)(lit.)
| [alpha ]
-25 º (c=0.5, water) | [refractive index ]
-26 ° (C=0.2, H2O) | [storage temp. ]
2-8°C
| [solubility ]
DMSO (Slightly), Methanol (Slightly), Water (Slightly) | [form ]
Solid | [color ]
White to Pale Beige | [biological source]
rabbit | [Optical Rotation]
[α]20/D 27.8°, c = 1 in H2O | [Water Solubility ]
soluble | [BRN ]
3562187 | [InChI]
InChI=1/C4H7NO2.ClH/c5-3-1-2-7-4(3)6;/h3H,1-2,5H2;1H/t3-;/s3 | [InChIKey]
XBKCXPRYTLOQKS-DFWYDOINSA-N | [SMILES]
[C@H]1(N)CCOC1=O.Cl |&1:0,r| | [CAS DataBase Reference]
2185-03-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [F ]
3-10 | [HS Code ]
29322090 |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
(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.
| [Synthesis]
The general procedure for synthesizing L-homoserine lactone hydrochloride from L-homoserine is as follows: mix L-homoserine (0.84 mol) with 600 mL of concentrated hydrochloric acid (6.1 mol). The reaction mixture was stirred for about 15 minutes until all solids were completely dissolved. Subsequently, the water was removed by distillation under reduced pressure over a period of 1.5 hours. Finally, the residue was dried. The yield of this step was 99% to give 2-amino-4-butyrolactone hydrochloride. | [storage]
Store at -20°C | [References]
[1] Patent: US7368600, 2008, B2. Location in patent: Page/Page column 16-17
[2] Tetrahedron Asymmetry, 1995, vol. 6, # 11, p. 2819 - 2828
[3] Patent: US2011/53890, 2011, A1. Location in patent: Page/Page column 3
[4] Journal of Organic Chemistry, 2016, vol. 81, # 11, p. 4516 - 4529
[5] Tetrahedron Letters, 2010, vol. 51, # 50, p. 6500 - 6502 |
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