CAS 78342-42-4

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

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

InChI key: FCFWEOGTZZPCTO-QMMMGPOBSA-N

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

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

CAS: 78342-42-4

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

Formula: C₉H₁₆N₂O₂

Purity: >97%

Molecular weight: 184.23554

Ref: 54-OR907114

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

CAS: 78342-42-4

Formula: C₉H₁₆N₂O₂

Purity: 97%

Color and Shape: Liquid

Molecular weight: 184.2355

Ref: IN-DA0032GP

(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

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

CAS: 78342-42-4

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

Formula: C₉H₁₆N₂O₂

Purity: 95%

Molecular weight: 184.24

Ref: IN-DG44659

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

CAS: 78342-42-4

Formula: C₉H₁₆N₂O₂

Purity: 95%

Color and Shape: Liquid

Molecular weight: 184.239

Ref: 10-F317917