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586250

Sigma-Aldrich

(2R,3R)-Diethyl 2,3-epoxysuccinate

96%

Synonym(s):

Diethyl (2R,3R)-2,3-oxiranedicarboxylate, Diethyl-(2R,3R)-(-)-2,3-epoxysuccinate

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About This Item

Empirical Formula (Hill Notation):
C8H12O5
CAS Number:
74243-85-9
Molecular Weight:
188.18
MDL number:
MFCD00797924
UNSPSC Code:
12352005
PubChem Substance ID:
24881110
NACRES:
NA.22

Assay

96%

optical activity

[α]20/D −110°, c = 2% in diethyl ether

refractive index

n20/D 1.4380 (lit.)

bp

234-235 °C (lit.)

density

1.144 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)[C@@H]1O[C@H]1C(=O)OCC

InChI

1S/C8H12O5/c1-3-11-7(9)5-6(13-5)8(10)12-4-2/h5-6H,3-4H2,1-2H3/t5-,6-/m1/s1

InChI key

LDFQMMUIJQDSAB-PHDIDXHHSA-N

Application

(2R,3R)-Diethyl 2,3-epoxysuccinate may be used in the preparation of ethyl (2R,3S)-4-hydroxy-2,3-epoxybutyrate via reduction using sodium borohydride

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCK5857
MKBK4608V
06302CH
10611PA

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A novel synthesis of the monobactam antibiotic carumonam.
The Journal of Organic Chemistry, 53(23), 5507-5512 (1988)

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