ChemicalBook > CAS DataBase List > (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine

(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
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(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)
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Safety

Safety Statements 
23-24/25
RIDADR 
NA 1993 / PGIII
WGK Germany 
3
10
HS Code 
2933 99 80
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H227Combustible liquid

Precautionary statements

P403+P235Store in a well-ventilated place. Keep cool.

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N-Bromosuccinimide Price

Sigma-Aldrich
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
Sigma-Aldrich
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
TCI Chemical
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
TCI Chemical
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
Chem-Impex
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
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(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

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View Lastest Price from (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
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
Shaanxi Dideu Medichem Co. Ltd
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
Career Henan Chemical Co
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

109838-85-9, (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazineRelated Search:


  • (R)-2,5-DIMETHOXY-3-ISOPROPYL-3,6-DIHYDROPYRAZINE
  • (2R)-3,6-diMethoxy-2-(propan-2-yl)-2,5-dihydropyrazine
  • (2R)-(-)-2,5-DIHYDRO-3,6-DIMETHOXY-2-ISO
  • (R)-3-Isopropyl-2,5-diMethoxy-3,6-dihydropyrazine, 98%
  • (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine,99%e.e.
  • (2R)-(-)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine for synthesis
  • (R)-2-Isopropyl-3
  • (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine >=97.0% (GC)
  • Pyrazine, 2,5-dihydro-3,6-dimethoxy-2-(1-methylethyl)-, (R)-
  • (R)-2-Isopropyl-3,6-diMethoxy-2,5-dihydropyrazine (85% Purity)
  • (R)-2,5-DIHYDRO-3,6-DIMETHOXY-2-ISOPROPYLPYRAZINE
  • SCHOELLKOPF-HARTWIG-REAGENT
  • BISLACTIMETHER
  • (2R)-(-)-2,5-DIHYDRO-3,6-DIMETHOXY-2-ISOPROPYLPYRAZINE
  • 2R-(-)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazin
  • Pyrazine, 2,5-dihydro-3,6-dimethoxy-2-(1-methylethyl)-, (2R)- (9CI)
  • (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine
  • (2R)-3,6-DIMETHOXY-2-(1-METHYLETHYL)-2,5-DIHYDROPYRAZINE
  • (2R)-(-)-2,5-DIHYDRO-3,6-DIMETHOXY-2-ISOPROPYLPYRAZINE, 98+%
  • (R)-2,5-DIHYDRO-3,6-DIMETHOXY-2-ISOPROPYLPIPERAZINE
  • zR{-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
  • (-)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
  • (2R)-2,5-Dihydro-3,6-dimethoxy-2-(1-methylethyl)pyrazine
  • (R)-Schollkopf Reagent
  • 2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
  • (2R)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine
  • (2R)-(-)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine (aka (R )-Schollkopf reagent)
  • (3R)-2,5-DiMethoxy-3-(Methylethyl)-3,6-dihydropyrazine
  • Pyrazine, 2,5-dihydro-3,6-diMethoxy-2-(1-Methylethyl)-, (2R)-
  • (2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine
  • (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine (&gt
  • (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine ISO 9001:2015 REACH
  • Schollkopf Reagent
  • (<i>R</i>)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
  • (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine 94%
  • 109838-85-9
  • Asymmetric Synthesis
  • Chiral Building Blocks
  • Pyrazines
  • Heterocyclic Building Blocks
  • Heterocycles
  • Inhibitors
  • pharmacetical
  • PIPERIDINE
  • Auxiliaries,Catalysts