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288489

Sigma-Aldrich

1,3-Dibenzyloxy-2-propanol

97%

Synonym(s):

1,3-Bis(benzyloxy)-2-propanol, 1,3-Di-O-benzylglycerol

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About This Item

Linear Formula:
(C6H5CH2OCH2)2CHOH
CAS Number:
Molecular Weight:
272.34
Beilstein:
1986774
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.549 (lit.)

bp

226-227 °C/3 mmHg (lit.)

density

1.103 g/mL at 20 °C (lit.)

functional group

ether
hydroxyl
phenyl

SMILES string

OC(COCc1ccccc1)COCc2ccccc2

InChI

1S/C17H20O3/c18-17(13-19-11-15-7-3-1-4-8-15)14-20-12-16-9-5-2-6-10-16/h1-10,17-18H,11-14H2

InChI key

ARLSYSVVBAMYKA-UHFFFAOYSA-N

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Application

1,3-Dibenzyloxy-2-propanol was used in the synthesis of 1,3-dibenzyloxyacetone. It was also used as precursor to antiviral intermediates.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A trihydroxy acyclonucleoside series.
Ogilvie KK, et al.
Canadian Journal of Chemistry, 62 (8), 1622-1627 (1984)
J C Martin et al.
Journal of medicinal chemistry, 26(5), 759-761 (1983-05-01)
The synthesis of a new acyclic analogue of deoxyguanosine, 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine (DHPG, 1), is described starting from epichlorohydrin via condensation of 2-O-(acetoxymethyl)-1,3-di-O-benzylglycerol (5) with N2,9-diacetylguanine (6). In vitro studies indicate that DHPG is a potent and broad-acting (herpes simplex virus types

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