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Merck
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重要文件

287644

Sigma-Aldrich

(1R,2R)-(-)-伪麻黄碱

98%

同義詞:

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

線性公式:
C6H5CH[CH(NHCH3)CH3]OH
CAS號碼:
分子量::
165.23
Beilstein:
2803417
EC號碼:
MDL號碼:
分類程式碼代碼:
12352116
PubChem物質ID:
NACRES:
NA.22

化驗

98%

形狀

solid

光學活性

[α]20/D −51°, c = 0.6 in ethanol

mp

118-120 °C (lit.)

官能基

amine
hydroxyl
phenyl

SMILES 字串

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 密鑰

KWGRBVOPPLSCSI-SCZZXKLOSA-N

一般說明

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

應用

(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.

象形圖

CorrosionExclamation mark

訊號詞

Danger

危險分類

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

標靶器官

Central nervous system

儲存類別代碼

8A - Combustible corrosive hazardous materials

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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分析證明 (COA)

Lot/Batch Number

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Enantioselective diethylzinc additions to aldehydes catalyzed by chiral relay ligands.
Sibi MP and Levi M. Stanley.
Tetrahedron Asymmetry, 15(21), 3353-3356 (2004)
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)
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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