273112
(1R,E)-(+)-Camphorquinone 3-oxime
99%
Synonym(s):
(1R,E)-(+)-2,3-Bornanedione 3-oxime, anti-(1R)-(+)-Camphorquinone 3-oxime
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About This Item
Empirical Formula (Hill Notation):
C10H15NO2
CAS Number:
Molecular Weight:
181.23
UNSPSC Code:
12352115
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3200377
Assay:
99%
Form:
solid
InChI
1S/C10H15NO2/c1-9(2)6-4-5-10(9,3)8(12)7(6)11-13/h6,13H,4-5H2,1-3H3/b11-7-/t6-,10+/m1/s1
SMILES string
[H][C@@]12CC[C@@](C)(C(=O)\C1=N/O)C2(C)C
InChI key
YRNPDSREMSMKIY-HAKKTOSXSA-N
assay
99%
form
solid
optical activity
[α]25/D +200°, c = 1 in ethanol
functional group
ketone, oxime
Application
(1R,E)-(+)-Camphorquinone 3-oxime can be used to prepare chiral camphor-oxazoline auxiliary, which is used to blend diastereoselectivity and isomer separability for the efficient synthesis of bicuculline, egenine, corlumine, and corytensine.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves
Regulatory Information
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1-Magnesiotetrahydroisoquinolyloxazolines as Chiral Nucleophiles in Stereoselective Additions to Aldehydes: Auxiliary Optimization, Asymmetric Synthesis of (+)-Corlumine,(+)-Bicuculline,(+)-Egenine, and (+)-Corytensine, and Preliminary 13C NMR Studies of 1-Lithio-and 1-Magnesiotetrahydroisoquinolyloxazolines
Gawley RE and Z Pingsheng
The Journal of Organic Chemistry, 61(23), 8103- 8112 (1996)
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