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472727

Sigma-Aldrich

3-(3,4-Dimethoxyphenyl)-L-alanine

97%, for peptide synthesis

Synonym(s):

(S)-2-Amino-3-(3,4-dimethoxyphenyl)propanoic acid, 3-Methoxy-O-methyl-L-tyrosine, DMPA

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About This Item

Linear Formula:
(CH3O)2C6H3CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
225.24
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

product name

3-(3,4-Dimethoxyphenyl)-L-alanine, 97%

Assay

97%

optical activity

[α]22/D −5°, c = 4 in 1 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

mp

254-257 °C (lit.)

application(s)

peptide synthesis

SMILES string

COc1ccc(C[C@H](N)C(O)=O)cc1OC

InChI

1S/C11H15NO4/c1-15-9-4-3-7(6-10(9)16-2)5-8(12)11(13)14/h3-4,6,8H,5,12H2,1-2H3,(H,13,14)/t8-/m0/s1

InChI key

VWTFNYVAFGYEKI-QMMMGPOBSA-N

Application

3-(3,4-Dimethoxyphenyl)-L-alanine can be used as a reactant to synthesize (2S)-2-amino-3-[3,4-di(methoxy)phenyl]propan-1-ol (β-amino alcohol) for use as a key intermediate to prepare tetracyclic core of the Erythrina alkaloids.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Facile and highly stereoselective synthesis of the tetracyclic erythrinane core
Allin SM, et al.
The Journal of Organic Chemistry, 67, 9464-9467 (2002)

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