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线性分子式:
C6H5CH[CH(NHCH3)CH3]OH
化学文摘社编号:
分子量:
165.23
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-292-8
Beilstein/REAXYS Number:
2803417
MDL number:
产品名称
(1R,2R)-(-)-伪麻黄碱, 98%
InChI key
KWGRBVOPPLSCSI-SCZZXKLOSA-N
InChI
1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10+/m1/s1
SMILES string
CN[C@H](C)[C@H](O)c1ccccc1
assay
98%
form
solid
optical activity
[α]20/D −51°, c = 0.6 in ethanol
mp
118-120 °C (lit.)
functional group
amine
hydroxyl
phenyl
Quality Level
Application
(1R,2R)-(-)-Pseudoephedrine may be used in the preparation of chiral relay ligands, which can catalyze the addition of diethylzinc to aldehydes leading to the corresponding secondary alcohol. The immobilization of pseudoephedrine on Merrifield resin forms a chiral linker, which may be used for the asymmetric alkylation of amides via solid-phase approach.
General description
(1R,2R)-(-)-Pseudoephedrine is an enantiomer of ephedrine mainly used as a chiral auxiliary for asymmetric synthesis.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3
target_organs
Central nervous system
存储类别
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
此项目有
Pseudoephedrine as a practical chiral auxiliary for the synthesis of highly enantiomerically enriched carboxylic acids, alcohols, aldehydes, and ketones.
Myers AG, et al.
Journal of the American Chemical Society, 119(28), 6496-6511 (1997)
Enantioselective diethylzinc additions to aldehydes catalyzed by chiral relay ligands.
Sibi MP and Levi M. Stanley.
Tetrahedron Asymmetry, 15(21), 3353-3356 (2004)
Evaluation of a pseudoephedrine linker for asymmetric alkylations on solid phase.
Hutchison PC, et al.
Organic Letters, 4(26), 4583-4585 (2002)
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