Skip to Content
MilliporeSigma
All Photos(2)

Documents

377090

Sigma-Aldrich

(−)-2,3-O-Isopropylidene-D-erythronolactone

98%

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C7H10O4
CAS Number:
25581-41-3
Molecular Weight:
158.15
Beilstein/REAXYS Number:
1282952
MDL number:
MFCD00134440
UNSPSC Code:
12352200
PubChem Substance ID:
24863491
NACRES:
NA.22

assay

98%

optical activity

[α]20/D −118°, c = 1 in H2O

mp

67-69 °C (lit.)

SMILES string

CC1(C)O[C@@H]2COC(=O)[C@@H]2O1

InChI

1S/C7H10O4/c1-7(2)10-4-3-9-6(8)5(4)11-7/h4-5H,3H2,1-2H3/t4-,5-/m1/s1

InChI key

WHPSMBYLYRPVGU-RFZPGFLSSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Undergoes Aldol condensations with silyl ketene acetals. Employed in spiroannulated carbohydrate synthesis. Convergent syntheses of a hydroxylated indolizidine, carbohydrate substituted benzoquinones, and of the oxazole segment of calyculin have been accomplished using this chiral synthon.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Tetrahedron, 50, 1111-1111 (1994)
Perri, S.T. et al.
The Journal of Organic Chemistry, 54, 2032-2032 (1989)
Tetrahedron, 50, 3333-3333 (1994)
M.-P. Heitz et al.
The Journal of Organic Chemistry, 54, 2591-2591 (1989)
A.B. Smith et al.
Tetrahedron Letters, 32, 4859-4859 (1991)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service