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163953

Sigma-Aldrich

3-Benzyloxy-4-methoxybenzaldehyde

98%

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Linear Formula:
C6H5CH2OC6H3(OCH3)CHO
CAS Number:
Molecular Weight:
242.27
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Quality Level

Assay

98%

form

solid

mp

61-64 °C (lit.)

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. It was also used in total synthesis of (-)-galipeine.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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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