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340928

Sigma-Aldrich

1,4-Anhydroerythritol

95%

Sinónimos:

(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

Fórmula empírica (notación de Hill):
C4H8O3
Número de CAS:
4358-64-9
Peso molecular:
104.10
EC Number:
224-433-1
MDL number:
MFCD00075210
UNSPSC Code:
12352100
PubChem Substance ID:
24860877
NACRES:
NA.22

Quality Level

100

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

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
MKCP3735
MKCN0047
MKCM8217
MKCJ7929
MKBX1421V

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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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