CAS 78342-42-4

(S)-2,5-dihydro-3,6-dimethoxy-2-iso-propylpyrazine

Description:

(S)-2,5-dihydro-3,6-dimethoxy-2-iso-propylpyrazine is a chiral organic compound characterized by its pyrazine ring structure, which is a six-membered aromatic ring containing two nitrogen atoms. This compound features two methoxy groups (-OCH3) at the 3 and 6 positions, contributing to its unique chemical properties and potential applications in flavor and fragrance industries. The presence of the iso-propyl group at the 2 position enhances its hydrophobic characteristics, influencing its solubility and volatility. As a dihydro derivative, it possesses a saturated bond framework, which can affect its reactivity and stability compared to fully unsaturated analogs. The chirality of the molecule indicates that it can exist in two enantiomeric forms, with the (S) configuration being one of them, potentially leading to different biological activities or sensory perceptions. Overall, this compound's structural features suggest it may have applications in the synthesis of complex organic molecules or as a flavoring agent due to its aromatic properties.

Formula: C₉H₁₆N₂O₂

InChI: InChI=1/C9H16N2O2/c1-6(2)8-9(13-4)10-5-7(11-8)12-3/h6,8H,5H2,1-4H3/t8-/m0/s1

SMILES: CC(C)[C@H]1C(=NCC(=N1)OC)OC

Synonyms:

• (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
• (S)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine
• (2S)-(+)-2,5-Dihydro-3,6-Dimethoxy-2-Isopropylpyrazine
• (2S)-3,6-dimethoxy-2-(propan-2-yl)-2,5-dihydropyrazine

(S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine

CAS: 78342-42-4

Formula: C₉H₁₆N₂O₂

Purity: 95%

Color and Shape: Liquid

Molecular weight: 184.2355

Ref: IN-DA0032GP

(2S)-(+)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine

CAS: 78342-42-4

(2S)-(+)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine

Purity: 97%

Molecular weight: 184.24g/mol

Ref: 54-OR907114

(S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine

CAS: 78342-42-4

Purity: 95.0%

Color and Shape: Liquid

Molecular weight: 184.23899841308594

Ref: 10-F317917

(S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine

CAS: 78342-42-4

(S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine and its enantiomer, (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, are also known as Schöllkopf chiral auxiliaries or Schöllkopf reagents, and are used to produce optically pure α-amino acids via asymmetric synthesis. The Schöllkopf reagent can be deprotonated at the prochiral α-carbon, and the resulting enolate is trapped with electrophiles to yield adducts with high (typically > 95% d.e.) diastereoselectivity. The enolate is essentially planar, and the steric bulk of the isopropyl group directs the incoming electrophile to attack from the opposite face, yielding trans adducts. A wide range of electrophiles including alkyl halides, alkyl sulfonates, acyl chlorides, aldehydes, ketones, epoxides, thioketones and enones can be used. Hydrolysis, typically under mild acidic conditions, yields the non-substituted amino acid with high (typically > 95 e.e.) enantiopurity.

Formula: C₉H₁₆N₂O₂

Purity: Min. 97%

Color and Shape: Colorless Clear Liquid

Molecular weight: 184.24 g/mol

Ref: 3D-FD03725

(S)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine

Controlled Product

CAS: 78342-42-4

Applications (S)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine is a Schöllkopf reagent used in the asymmetric synthesis of chiral amino acids.
References Schoellkopf, U. et al.: Angew. Chem., 93, 793 (1981); Bull, S. et al.: Chem. Comm., 6, 659 (1998);

Formula: C₉H₁₆N₂O₂

Color and Shape: Neat

Molecular weight: 184.24

Ref: TR-I824435