|
|
| | L-Homoserine lactone hydrochloride Basic information |
| | L-Homoserine lactone hydrochloride Chemical Properties |
| Melting point | 210-220 °C (dec.)(lit.) | | alpha | -25 º (c=0.5, water) | | refractive index | -26 ° (C=0.2, H2O) | | storage temp. | Sealed in dry,Store in freezer, under -20°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 | | Major Application | peptide synthesis | | 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) |
| Hazard Codes | Xi,Xn | | Risk Statements | 36/37/38-22 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | F | 3-10 | | HS Code | 29322090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | L-Homoserine lactone hydrochloride Usage And Synthesis |
| 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. | | 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 |
| | L-Homoserine lactone hydrochloride Preparation Products And Raw materials |
|