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163953

Sigma-Aldrich

3-Benzyloxy-4-methoxybenzaldehyde

98%

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About This Item

Linear Formula:
C6H5CH2OC6H3(OCH3)CHO
CAS Number:
6346-05-0
Molecular Weight:
242.27
EC Number:
228-752-7
MDL number:
MFCD00003386
UNSPSC Code:
12352100
PubChem Substance ID:
24850045

Quality Level

200

assay

98%

form

solid

mp

61-64 °C (lit.)

functional group

aldehyde
phenyl

SMILES string

COc1ccc(C=O)cc1OCc2ccccc2

InChI

1S/C15H14O3/c1-17-14-8-7-13(10-16)9-15(14)18-11-12-5-3-2-4-6-12/h2-10H,11H2,1H3

InChI key

VQVQZFHUXRSRBZ-UHFFFAOYSA-N

Application

3-Benzyloxy-4-methoxybenzaldehyde was used in the synthesis of (+)-9-benzyloxy-α-dihydrotetrabenazine[1]. It was also used in total synthesis of (-)-galipeine[2].

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKBF7328V
MKBF7328
03007HH
03605KC
14326BU

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Chunyi Liu et al.
Chirality, 25(4), 215-223 (2013-03-28)
This article reports, for the first time, on the absolute configuration of (+)-9-benzyloxy-α-dihydrotetrabenazine (8), as determined from the perspective of X-ray crystallography. Compound 8 was prepared by a six-step reaction using 3-benzyloxy-4-methoxybenzaldehyde (1) as a starting material. The X-ray crystal
The enantioselective total synthesis of alkaloid (-)-galipeine.
Yang P-Y and Zhou Y-G.
Tetrahedron Asymmetry, 15(7), 1145-1149 (2004)

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