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173681

Sigma-Aldrich

Methyl 4-methoxysalicylate

98%

Synonym(s):

Methyl 2-hydroxy-4-methoxybenzoate

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About This Item

Linear Formula:
CH3OC6H3(OH)CO2CH3
CAS Number:
5446-02-6
Molecular Weight:
182.17
EC Number:
226-657-5
MDL number:
MFCD00008424
UNSPSC Code:
12352100
PubChem Substance ID:
24850464
NACRES:
NA.22

assay

98%

form

solid

mp

50-53 °C (lit.)

SMILES string

COC(=O)c1ccc(OC)cc1O

InChI

1S/C9H10O4/c1-12-6-3-4-7(8(10)5-6)9(11)13-2/h3-5,10H,1-2H3

InChI key

ZICRWXFGZCVTBZ-UHFFFAOYSA-N

Application

Methyl 4-methoxysalicylate (methyl 2-hydroxy-4-methoxybenzoate) was used in the enantioselective synthesis of (+)-coriandrone A and B, two bioactive natural products.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Wenjing Wang et al.
Organic & biomolecular chemistry, 11(39), 6686-6690 (2013-08-30)
The first enantioselective total synthesis of (+)-coriandrone A and B, two bioactive natural products, has been achieved in 10 steps and 11 steps starting from commercially available methyl 2-hydroxy-4-methoxybenzoate. Key reactions include a Claison rearrangement, a Shi-type epoxidation-cyclization sequence and

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