D-ERYTHRONOLACTONE

D-ERYTHRONOLACTONE Basic information
Product Name:D-ERYTHRONOLACTONE
Synonyms:(2R,3R)-BUTANE-2,3,4-TRIOL-1,4 LACTONE;(3R)-CIS-4,5-DIHYDRO-3,4-DIHYDROXY-2(3H)-FURANONE;(3R-CIS) (-)-DIHYDRO-3,4-DIHYDROXY-2(3H)-FURANONE;(3R,4R)-(-)-D-ERYTHRONOLACTONE;(3R,4R)-DIHYDROXYDIHYDRO-2(3H)-FURANONE;(3R,4R)-(-)-D-ERYTHRONOLACTONE 99.5+%;d-erythronic acid γ-lactone;D-ERYTHRONIC ACID GAMMA-LACTONE
CAS:15667-21-7
MF:C4H6O4
MW:118.09
EINECS:
Product Categories:Chiral Reagents;chiral;Biochemistry;Chiral Building Blocks;Erythrose;Simple Alcohols (Chiral);Sugar Acids;Sugars;Synthetic Organic Chemistry
Mol File:15667-21-7.mol
D-ERYTHRONOLACTONE Structure
D-ERYTHRONOLACTONE Chemical Properties
Melting point 100-102 °C(lit.)
Boiling point 140.59°C (rough estimate)
density 1.0887 (rough estimate)
refractive index -71 ° (C=1, H2O)
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka12.34±0.40(Predicted)
color White to Off-White
optical activity[α]20/D 71°, c = 1 in H2O
BRN 81073
CAS DataBase Reference15667-21-7(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
WGK Germany 3
HS Code 29322090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
D-ERYTHRONOLACTONE Usage And Synthesis
Chemical PropertiesD-ERYTHRONOLACTONE is white to light yellow crystal powde
UsesD-erythrono-1,4-lactone is a potential substrates of dihydroxy acid dehydratase.
UsesA chiral synthon used for the synthesis of certain natural products such as the leukotrienes.
UsesD-ERYTHRONOLACTONE is a chiral synthon used for the synthesis of certain natural products such as the leukotrienes
DefinitionChEBI: Erythrono-1,4-lactone is a butan-4-olide that is dihydrofuran-2-one substituted at C-3 and C-4 by hydroxy groups (the 3R,4R-diastereomer). It is a butan-4-olide and a diol.
Purification MethodsRecrystallise it from EtOAc (20 parts) or isoPrOH (3 parts). [Baker & MacDonald J Am Chem Soc 82 230 1960, Glattfeld & Forbrich J Am Chem Soc 56 1209 1934, Weidenhagen & Wegner Chem Ber 72 2010 1939, Musich & Rapoport J Am Chem Soc 100 4865 1978, Beilstein 18/2 V 457.]
D-ERYTHRONOLACTONE Preparation Products And Raw materials
D-ERYTHRURONOLACTONE ACETONIDE 5-BROMO-5-DEOXY-2,3-O-ISOPROPYLIDENE-D-RIBONOLACTONE 5-O-ACETYL-D-RIBO-1,4-LACTONE D-ERYTHRONOLACTONE L-5-DEOXY-LYXONO-1,4-LACTONE 2,3-O-ISOPROPYLIDENE-L-LYXONO-1,4-LACTONE 5-O-(TERT-BUTYLDIMETHYLSILYL)-2,3-O-ISOPROPYLIDENE-D-RIBONIC ACID GAMMA-LACTONE D-LYXONO-1,4-LACTONE D-GLUCOHEPTONO-1,4-LACTONE D-(-)-Gulonic acid gamma-lactone 2,3-CYCLOHEXYLIDENE-D-RIBONIC ACID GAMMA-LACTONE 5,6-O-ISOPROPYLIDENE-D-GULONIC ACID GAMMA-LACTONE 2,3-O-Isopropylidene-D-ribonic gamma-lactone 2,3-O-ISOPROPYLIDENE-D-ERYTHRONOLACTONE (3R,4S,5S)-5-(1,2-DIHYDROXY-ETHYL)-3,4-DIHYDROXY-DIHYDRO-FURAN-2-ONE 2,3,5-Tri-O-benzoyl-2-C-methyl-D-ribonic acid-1,4-lactone L-Mannono-1,4-lactone ALPHA,BETA-GLUCOOCTANOIC GAMMA-LACTONE

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