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340928

Sigma-Aldrich

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:
4358-64-9
Molecular Weight:
104.10
EC Number:
224-433-1
MDL number:
MFCD00075210
UNSPSC Code:
12352100
PubChem Substance ID:
24860877
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.477 (lit.)

density

1.27 g/mL at 25 °C (lit.)

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yasushi Amada et al.
ChemSusChem, 7(8), 2185-2192 (2014-07-01)
Hydrodeoxygenation of cyclic vicinal diols such as 1,4-anhydroerythritol was conducted over catalysts containing both a noble metal and a group 5-7 transition-metal oxide. The combination of Pd and WOx allowed the removal of one of the two OH groups selectively.
Andrew M Riley et al.
Carbohydrate research, 337(12), 1067-1082 (2002-06-14)
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
Alex C Watanabe et al.
Environmental science & technology, 52(15), 8346-8354 (2018-06-29)
Laboratory and field measurements have demonstrated that isoprene epoxydiol (IEPOX) is the base component of a wide range of chemical species found in isoprene-derived secondary organic aerosol (SOA). To address newly raised questions concerning the chemical identities of IEPOX-derived SOA
Aritomo Yamaguchi et al.
Physical chemistry chemical physics : PCCP, 19(4), 2714-2722 (2016-11-30)
The intramolecular dehydration of biomass-derived sugar alcohols d-sorbitol, d-mannitol, galactitol, xylitol, ribitol, l-arabitol, erythritol, l-threitol, and dl-threitol was investigated in high-temperature water at 523-573 K without the addition of any acid catalysts. d-Sorbitol and d-mannitol were dehydrated into isosorbide and

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