(S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE
- Product Name
- (S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE
- CAS No.
- 15295-77-9
- Chemical Name
- (S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE
- Synonyms
- AKOS 354;l-(-)-à-amino-;H-L-Hse-lactone*HBr;HOMOSERINE LACTONE HBR;(3S)-3-aminooxolan-2-one;L-Homoserine lactone HBr;(S)-3-Aminodihydrofuran-2;2-(METHYLAMINO)ETHANOL, 98+%;Homoserine lactone (HBr Salt);L-HOMOSERINE LACTONE HYDROBROMIDE
- CBNumber
- CB3197778
- Molecular Formula
- C4H8BrNO2
- Formula Weight
- 182.02
- MOL File
- 15295-77-9.mol
(S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE Property
- Melting point:
- 225 °C (dec.)(lit.)
- storage temp.
- 2-8°C
- solubility
- Methanol (Slightly), Water (Slightly)
- form
- Liquid
- color
- Clear yellow to brownish, may darken on storage
- optical activity
- [α]20/D 21°, c = 1 in H2O
- Sensitive
- Hygroscopic
- BRN
- 3912375
- CAS DataBase Reference
- 15295-77-9(CAS DataBase Reference)
Safety
- Risk Statements
- 36/37/38
- Safety Statements
- 22-24/25-37/39-26
- WGK Germany
- 3
- F
- 3-10
- HS Code
- 29420000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 471429
- Product name
- (S)-(?)-α-Amino-γ-butyrolactone hydrobromide
- Purity
- 99%
- Packaging
- 5g
- Price
- $168
- Updated
- 2025/07/31
- Product number
- H615105
- Product name
- L-HomoserineLactoneHydrobromide
- Packaging
- 1g
- Price
- $55
- Updated
- 2021/12/16
- Product number
- JK225549
- Product name
- (S)-(-)-alpha-Amino-gamma-butyrolactonehydrobromide
- Purity
- 98%
- Packaging
- 1g
- Price
- $58
- Updated
- 2021/12/16
- Product number
- CDX-H0310-G005
- Product name
- L-Homoserinelactonehydrobromide
- Purity
- ≥95%(NMR)
- Packaging
- 5G
- Price
- $112
- Updated
- 2021/12/16
- Product number
- 096964
- Product name
- (S)-3-Aminodihydrofuran-2(3H)-one hydrobromide
- Purity
- 98%
- Packaging
- 1g
- Price
- $114
- Updated
- 2021/12/16
(S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE Chemical Properties,Usage,Production
Chemical Properties
WHITE TO SLIGHTLY YELLOW CRYSTALLINE POWDER
Uses
L-Homoserine Lactone Hydrobromide is a reactant in the synthesis of tritium labeled and photoactivatable N-acyl-L-homoserine lactones.
Uses
Used to prepare pseudopeptide inhibitors for Ras farnesyl-protein transferase as well as selenomethionine.
Synthesis
63-68-3
6305-38-0
General procedure for the synthesis of α-amino-gamma-butyrolactone hydrobromide from L-methionine: Bromoacetic acid (46.0 kg), 2-propanol (69.0 kg), and acetic acid (69.0 kg) were sequentially added to an aqueous solution (69 kg) of L-methionine (46 kg) at ambient temperature. The resulting mixture was heated to reflux (85 °C to 95 °C) and stirred continuously at this temperature until the completion of the reaction was confirmed by 1H NMR. After completion of the reaction, the mixture was concentrated under reduced pressure and co-evaporated with 2-propanol. To the concentrated mixture was added 2-propanol (161.0 kg) followed by the slow addition of a 10 wt% HCl/dioxane solution (102 kg) at ambient temperature. The resulting slurry was heated to about 60°C and stirred for about 4 hours. Subsequently, the mixture was cooled to about 22°C and stirring was continued for about 2 hours. Filtration gave the product α-amino-γ-butyrolactone hydrobromide (Ma), which was was washed with two portions of 2-propanol (28 kg each) and dried under vacuum at 40 °C to give a white to off-white solid (39.3 kg, 70% yield).The 1H NMR (D2O) data were as follows: δ 4.79 (s, 2H), 4.61 (dd, 1H), 4.49-4.41 (m. 2H), 2.80 (m, 1H), 2.42 (m, 1H).
References
[1] Organic and Biomolecular Chemistry, 2013, vol. 11, # 6, p. 938 - 954
[2] Organic and Biomolecular Chemistry, 2005, vol. 3, # 2, p. 253 - 262
[3] Molecules, 2013, vol. 18, # 3, p. 3266 - 3278
[4] Journal of the American Chemical Society, 2018, vol. 140, # 9, p. 3242 - 3249
[5] Patent: US2010/256366, 2010, A1. Location in patent: Page/Page column 20
(S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE manufacturers
- Product
- (S)-3-Aminodihydrofuran-2(3H)-one hydrobromide 15295-77-9
- Price
- US $380.00/g
- Min. Order
- 1g
- Purity
- 98
- Supply Ability
- 500 Kg
- Release date
- 2024-02-21
- Product
- (S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACT 15295-77-9
- Price
- US $15.00/Kg/Bag
- Min. Order
- 25Kg/Bag
- Purity
- 99%
- Supply Ability
- 20 Tons
- Release date
- 2020-11-03