(R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
CAS: 109838-85-9
Ref. 3D-FD04039
1g | 159.00 € | ||
2g | 229.00 € | ||
5g | 403.00 € | ||
10g | 717.00 € | ||
500mg | 135.00 € |
Product Information
- Schollkopf reagent
- (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine
- (2R)-3,6-dimethoxy-2-(propan-2-yl)-2,5-dihydropyrazine
(R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine and its enantiomer (S)-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.
Chemical properties
Technical inquiry about: 3D-FD04039 (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
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