(R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
CAS:
Ref. 3D-FD04039
5g
470.00€
10g
793.00€
25g
1,867.00€
50g
3,637.00€
100g
6,234.00€
Product Information
Name:(R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
Synonyms:
- Schollkopf reagent
Brand:Biosynth
Description:(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.
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Chemical properties
Molecular weight:184.24 g/mol
Formula:C9H16N2O2
Purity:Min. 98%
Color/Form:Colorless Yellow Clear Liquid
InChI:InChI=1S/C9H16N2O2/c1-6(2)8-9(13-4)10-5-7(11-8)12-3/h6,8H,5H2,1-4H3
InChI key:InChIKey=FCFWEOGTZZPCTO-UHFFFAOYSA-N
SMILES:COC1=NC(C(C)C)C(OC)=NC1
Technical inquiry about: (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
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