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Merck
CN

287644

Sigma-Aldrich

(1R,2R)-(-)-伪麻黄碱

98%

别名:

α-(1-甲氨基乙基)苄醇, (-)-ψ-麻黄碱, (-)-伪麻黄碱, (1R,2R)-(-)-2-(甲氨基)-1-苯丙醇, l-伪麻黄碱

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About This Item

线性分子式:
C6H5CH[CH(NHCH3)CH3]OH
CAS号:
分子量:
165.23
Beilstein:
2803417
EC 号:
MDL编号:
UNSPSC代码:
12352116
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

98%

形式

solid

旋光性

[α]20/D −51°, c = 0.6 in ethanol

mp

118-120 °C (lit.)

SMILES字符串

CN[C@H](C)[C@H](O)c1ccccc1

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

InChI key

KWGRBVOPPLSCSI-SCZZXKLOSA-N

一般描述

(1R,2R)-(-)-Pseudoephedrine is an enantiomer of ephedrine mainly used as a chiral auxiliary for asymmetric synthesis.

应用

(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.

象形图

CorrosionExclamation mark

警示用语:

Danger

危险分类

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3

靶器官

Central nervous system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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Evaluation of a pseudoephedrine linker for asymmetric alkylations on solid phase.
Hutchison PC, et al.
Organic Letters, 4(26), 4583-4585 (2002)
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)

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