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Merck
CN

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
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3542790
Assay:
≥97.0% (GC)
Form:
liquid
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Quality Level

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

10 - Combustible liquids

wgk

WGK 3

flash_point_f

185.0 °F - closed cup

flash_point_c

85.0 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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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)
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)



Global Trade Item Number

SKUGTIN
37286-5ML04061837893872
37286-1ML04061837893865