37286
(R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine
≥97.0% (GC)
Synonym(s):
(R)-Schollkopf Reagent, (R)-2,5-Dimethoxy-3-isopropyl-3,6-dihydropyrazine
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About This Item
Empirical Formula (Hill Notation):
C9H16N2O2
CAS Number:
Molecular Weight:
184.24
Beilstein:
3542790
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Assay
≥97.0% (GC)
form
liquid
optical activity
[α]20/D −102±5°, c = 1% in ethanol
density
1.028 g/mL at 20 °C (lit.)
SMILES string
COC1=N[C@H](C(C)C)C(OC)=NC1
InChI
1S/C9H16N2O2/c1-6(2)8-9(13-4)10-5-7(11-8)12-3/h6,8H,5H2,1-4H3/t8-/m1/s1
InChI key
FCFWEOGTZZPCTO-MRVPVSSYSA-N
Application
(R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine may be used as a chiral auxiliary in the stereoselective synthesis of α-amino acids, α-amino-β-hydroxy acids and α-amino-γ-hydroxy acids.
Other Notes
Chiral auxiliary for the synthesis of α-amino acids
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
185.0 °F - closed cup
Flash Point(C)
85.0 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Ru (II)-catalyzed ring closing metathesis in stereoselective syntheses of constrained homoserine analogues.
Hammer K, et al.
Tetrahedron, 54(36), 10837-10850 (1998)
Synthesis of conformationally restricted serine derivatives through ruthenium (II)-catalyzed ring closing metathesis.
Hammer K and Undheim K.
Tetrahedron, 53(16), 5925-5936 (1997)
U. Schollkopf et al.
Synthesis, 861-861 (1982)
Ruthenium (II) in ring closing metathesis for the stereoselective preparation of cyclic 1-amino-1-carboxylic acids.
Hammer K and Undheim K.
Tetrahedron, 53(6), 2309-2322 (1997)
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