CAS 78342-42-4
:(S)-2,5-dihidro-3,6-dimetoxi-2-isopropilpirazina
Fórmula: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
Clave InChI:FCFWEOGTZZPCTO-QMMMGPOBSA-N
SMILES:CC(C)[C@H]1C(=NCC(=N1)OC)OC
Sinónimos:- (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
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(2S)-(+)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
CAS:(2S)-(+)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazineFórmula:C9H16N2O2Pureza:>97%Peso molecular:184.23554(S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
CAS:Fórmula:C9H16N2O2Pureza:97%Forma y color:LiquidPeso molecular:184.2355(S)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine
CAS:Producto controladoApplications (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);Fórmula:C9H16N2O2Forma y color:NeatPeso molecular:184.24(S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
CAS:(S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazineFórmula:C9H16N2O2Pureza:95%Peso molecular:184.24(S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
CAS:(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.Fórmula:C9H16N2O2Pureza:Min. 97%Forma y color:Colorless Clear LiquidPeso molecular:184.24 g/mol(S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
CAS:Fórmula:C9H16N2O2Pureza:95%Forma y color:LiquidPeso molecular:184.239





