340928
1,4-Anhydroerythritol
95%
Synonym(s):
(3R,4S)-Tetrahydro-3,4-furandiol, Erythritol-1,4-anhydride, cis-3,4-Dihydroxytetrahydrofuran, cis-Tetrahydrofuran-3,4-diol, meso-3,4-Dihydroxytetrahydrofuran, rel-(3R,4S)-Tetrahydro-3,4-furandiol
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About This Item
Empirical Formula (Hill Notation):
C4H8O3
CAS Number:
Molecular Weight:
104.10
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
95%
form
liquid
refractive index
n20/D 1.477 (lit.)
density
1.27 g/mL at 25 °C (lit.)
functional group
ether
hydroxyl
SMILES string
O[C@H]1COC[C@H]1O
InChI
1S/C4H8O3/c5-3-1-7-2-4(3)6/h3-6H,1-2H2/t3-,4+
InChI key
SSYDTHANSGMJTP-ZXZARUISSA-N
General description
1,4-Anhydroerythritol is a cyclic vicinal diol. 1,4-Anhydroerythritol undergoes hydrodeoxygenation over tungsten oxide-palladium catalysts to yield 3-hydroxytetrahydrofuran.
Application
1,4-Anhydroerythritol was employed in a key step in the synthesis of glucopyranoside-based analogs of adenophostin A lacking the adenine component.
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Adenophostins A and B are naturally occurring glyconucleotides that interact potently with receptors for D-myo-inositol 1,4,5-trisphosphate, an important second messenger molecule in most cell types. Here we describe the design and synthesis of glucopyranoside-based analogues of adenophostin A lacking the
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