(R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
- Product Name
- (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
- CAS No.
- 109838-85-9
- Chemical Name
- (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
- Synonyms
- (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine;(2R)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine;BISLACTIMETHER;(R)-2-Isopropyl-3;Schollkopf Reagent;(R)-Schollkopf Reagent;SCHOELLKOPF-HARTWIG-REAGENT;(2R)-(-)-2,5-DIHYDRO-3,6-DIMETHOXY-2-ISO;2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine;(R)-2,5-DIHYDRO-3,6-DIMETHOXY-2-ISOPROPYLPYRAZINE
- CBNumber
- CB7167757
- Molecular Formula
- C9H16N2O2
- Formula Weight
- 184.24
- MOL File
- 109838-85-9.mol
(R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine Property
- alpha
- -102 º (c=1%, EtOH)
- Density
- 1.028 g/mL at 20 °C (lit.)
- Flash point:
- 85 °C
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Soluble in Chloroform and Ethanol
- form
- Oil
- pka
- 3.81±0.60(Predicted)
- color
- Clear Colourless to Pale Yellow
- optical activity
- [α]20/D 102±5°, c = 1% in ethanol
- BRN
- 3542790
- Boiling point:
- 100-102°C (20 hPa)
- Stability:
- Moisture Sensitive
- InChI
- InChI=1S/C9H16N2O2/c1-6(2)8-9(13-4)10-5-7(11-8)12-3/h6,8H,5H2,1-4H3/t8-/m1/s1
- InChIKey
- FCFWEOGTZZPCTO-MRVPVSSYSA-N
- SMILES
- [C@H]1(C(C)C)N=C(OC)CN=C1OC
- CAS DataBase Reference
- 109838-85-9(CAS DataBase Reference)
N-Bromosuccinimide Price
- Product number
- 37286
- Product name
- (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
- Purity
- ≥97.0% (GC)
- Packaging
- 1ml
- Price
- $178
- Updated
- 2025/07/31
- Product number
- 37286
- Product name
- (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
- Purity
- ≥97.0% (GC)
- Packaging
- 5ml
- Price
- $572
- Updated
- 2025/07/31
- Product number
- D3256
- Product name
- (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine
- Purity
- min. 95.0 %
- Packaging
- 200MG
- Price
- $84
- Updated
- 2025/07/31
- Product number
- D3256
- Product name
- (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine
- Purity
- min. 95.0 %
- Packaging
- 1G
- Price
- $252
- Updated
- 2025/07/31
- Product number
- 41516
- Product name
- (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine,97%(GC)
- Purity
- 97%(GC)
- Packaging
- 5ML
- Price
- $570.08
- Updated
- 2021/12/16
(R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine Chemical Properties,Usage,Production
Chemical Properties
Clear Colourless Liquid
Uses
(R)-3-Isopropyl-2,5-dimethoxy-3,6-dihydropyrazineChiral auxiliary for the synthesis of α-amino acids. It is an inhibitor with antitumor activity.
Synthesis
420-37-1
143673-66-9
109838-85-9
Step A: Preparation of (R)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine: To a 2L round bottom flask was added (R)-3-isopropylpiperazine-2,5-dione (20.7 g, 133 mmol), trimethine oxonium tetrafluoroborate (49.0 g, 331 mmol), and dichloromethane (500 mL). The reaction mixture was stirred vigorously at room temperature and protected by nitrogen.After 18 h, the reaction mixture changed to a clarified solution and formed a very viscous yellow oil at the bottom of the flask. Trimethyloxonium tetrafluoroborate (19.6 g, 133 mmol) was added additionally and stirring was continued at room temperature.After 23 h, the reaction mixture was cooled in an ice bath and 200 g of ice and 100 mL of concentrated ammonium hydroxide solution (28%) were added slowly. Stirring was continued in the ice bath for 1 hr. The organic and aqueous layers were separated and the aqueous layer was extracted with dichloromethane (2 x 50 mL). The organic layers were combined, washed sequentially with saturated sodium bicarbonate solution (2 x 100 mL) and brine (100 mL), dried with anhydrous potassium carbonate, filtered through a pad of diatomaceous earth, and concentrated under reduced pressure to give 25.9 g of light brown oil. The crude product was purified by column chromatography (eluent: ether/pentane=1:4) to afford 17.464 g of the target compound (R)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine as a colorless oil in 71.5% yield.1H NMR (400 MHz, CDCl3) δ 4.08-3.94 (m, 3H), 2.95 (s, 3H) , 2.87 (s, 3H), 2.30-2.18 (m, 1H), 1.04 (d, J=7.03Hz, 3H), 0.76 (d, J=6.64Hz, 3H).
References
[1] Organic Process Research and Development, 2005, vol. 9, # 2, p. 185 - 187
[2] Patent: US2006/264431, 2006, A1. Location in patent: Page/Page column 20-21
[3] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1995, # 2, p. 157 - 166
(R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine Preparation Products And Raw materials
Raw materials
Preparation Products
(R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine Suppliers
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View Lastest Price from (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine manufacturers
- Product
- (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine 109838-85-9
- Price
- US $2.00-6.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2025-08-06
- Product
- (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine 109838-85-9
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99.0%+
- Supply Ability
- 800 tons
- Release date
- 2020-04-28
- Product
- (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine 109838-85-9
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 95%-99%
- Supply Ability
- 100KG
- Release date
- 2019-08-29