(S)-(-)-2-Hydroxy-3,3-dimethylbutyric acid
- Product Name
- (S)-(-)-2-Hydroxy-3,3-dimethylbutyric acid
- CAS No.
- 21641-92-9
- Chemical Name
- (S)-(-)-2-Hydroxy-3,3-dimethylbutyric acid
- Synonyms
- (S)-2-Hydroxy-3,3-dimethylbutanoic acid;(2S)-2-Hydroxy-3,3-dimethylbutyric acid;(2S)-2-Hydroxy-3,3-dimethylbutanoic acid;(S)-(-)-2-HYDROXY-TERT-BUTYLACETIC ACID;(S)-(-)-2-HYDROXY-3,3-DIMETHYLBUTYRIC ACID;Butanoic acid, 2-hydroxy-3,3-dimethyl-, (2S)-;(S)-(-)-2-Hydroxy-3,3-dimethylbutyric acid 97%;(S)-(?)-2-Hydroxy-3,3-dimethylbutyric acid
- CBNumber
- CB0362519
- Molecular Formula
- C6H12O3
- Formula Weight
- 132.16
- MOL File
- 21641-92-9.mol
(S)-(-)-2-Hydroxy-3,3-dimethylbutyric acid Property
- Melting point:
- 48-50 °C (lit.)
- alpha
- -62 º (C=1 IN H2O)
- Boiling point:
- 242.4±13.0 °C(Predicted)
- Density
- 1.100±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- form
- solid
- pka
- 3.91±0.27(Predicted)
- optical activity
- [α]20/D 64±5°, c = 1 in H2O/molybdate
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.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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
- 410918
- Product name
- (S)-(?)-2-Hydroxy-3,3-dimethylbutyric acid
- Purity
- 97%
- Packaging
- 250mg
- Price
- $65.2
- Updated
- 2023/01/07
- Product number
- 410918
- Product name
- (S)-(?)-2-Hydroxy-3,3-dimethylbutyric acid
- Purity
- 97%
- Packaging
- 1g
- Price
- $248
- Updated
- 2023/01/07
- Product number
- H600085
- Product name
- (S)-2-Hydroxy-3,3-dimethylbutanoicacid
- Packaging
- 500mg
- Price
- $220
- Updated
- 2021/12/16
- Product number
- 1248AL
- Product name
- (S)-(?)-2-Hydroxy-3,3-dimethylbutyric acid
- Packaging
- 250mg
- Price
- $188
- Updated
- 2021/12/16
- Product number
- 2129-1-S5
- Product name
- (S)-(-)-2-Hydroxy-3,3-dimethylbutyric acid
- Packaging
- 250mg
- Price
- $167
- Updated
- 2021/12/16
(S)-(-)-2-Hydroxy-3,3-dimethylbutyric acid Chemical Properties,Usage,Production
Uses
Building block for chiral tert-butyl substituted α-lactams, diols, and α-hydroxyketones.
Synthesis
20859-02-3
21641-92-9
General procedure for the synthesis of (S)-2-hydroxy-3,3-dimethylbutanoic acid from L-tert-leucine: 3,3-dimethylbutanoic acid (1 g, 7.5 mmol) was dissolved in an aqueous solution of 1 M sulfuric acid (15 ml) and cooled to 0°C. An aqueous solution (8 ml) of sodium nitrite (1.0 g, 15 mmol) was slowly added while keeping the reaction temperature below 5°C. The reaction mixture was stirred at the same temperature overnight. After completion of the reaction, it was treated with a saturated solution of ammonium sulfate followed by extraction with ether (5 x 25 ml). The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford (S)-2-hydroxy-3,3-dimethylbutyric acid (0.27 g, 67% yield) as a colorless oil, which crystallized after standing. The product was confirmed by 1H NMR (400 MHz, CD3OD): δ 3.41 (s, 1H), 1.25 (s, 9H). LCMS analysis showed m/z 133.2 [M + H]+ with a retention time Tr = 0.39 min (using a Gemini 5u C18 150 × 4.60 mm 5 µm column at a flow rate of 3.5 ml/min with gradient elution). conditions: 5-100% acetonitrile/water with 0.1% acetic acid modifier).
References
[1] Liebigs Annalen der Chemie, 1982, vol. No. 11, p. 1952 - 1970
[2] Journal of Organic Chemistry, 1991, vol. 56, # 7, p. 2499 - 2506
[3] Patent: WO2013/185093, 2013, A1. Location in patent: Page/Page column 261
[4] Journal of Organic Chemistry, 2017, vol. 82, # 9, p. 4949 - 4957
[5] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 15, p. 3540 - 3546
(S)-(-)-2-Hydroxy-3,3-dimethylbutyric acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (S)-(-)-2-Hydroxy-3,3-dimethylbutyric acid manufacturers
- Product
- (S)-(-)-2-Hydroxy-3,3-dimethylbutyric acid 21641-92-9
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- Min98% HPLC/GC
- Supply Ability
- g/kg/ton Coreychem-Nicole403
- Release date
- 2020-11-06