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287644

(1R,2R)-(-)-伪麻黄碱

Name: (1<I>R</I>,2<I>R</I>)-(-)-伪麻黄碱
Brand: ALDRICH

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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关于此项目

线性分子式:

C₆H₅CH[CH(NHCH₃)CH₃]OH

化学文摘社编号:

321-97-1

分子量:

165.23

UNSPSC Code:

12352116

NACRES:

NA.22

PubChem Substance ID:

24857283

EC Number:

206-292-8

Beilstein/REAXYS Number:

2803417

MDL number:

MFCD00002203

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属性

Quality Level

100

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

SMILES string

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

说明

General description

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

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.

pictograms

GHS05,GHS07

signalword

Danger

hcodes

H302,H314,H317,H336

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

pcodes

P260 - P271 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338

法规信息

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分析证书(COA)

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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)

全球贸易项目编号

货号	GTIN
287644-25G	04061833424506
287644-100G	04061833545935