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377090

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

98%

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1 g

Available to ship TODAYfromMILWAUKEE

$98.30
$73.72
5 g

Available to ship TODAYfromMILWAUKEE

$467.00
$350.25

About This Item

Empirical Formula (Hill Notation):
C7H10O4
CAS Number:
Molecular Weight:
158.15
UNSPSC Code:
12352201
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1282952

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Quality Level

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

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.

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This Item
227803179698A3131
assay

98%

assay

98%

assay

98%

assay

≥98% (GC)

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

mp

67-69 °C (lit.)

mp

-

mp

88-90 °C (lit.)

mp

162-164 °C (lit.)

optical activity

[α]20/D −118°, c = 1 in H2O

optical activity

[α]23/D −17°, neat

optical activity

[α]21/D −20°, c = 2 in methanol

optical activity

[α]20/D -105 to -103 °, c = 4% (w/v) in water


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Tetrahedron, 50, 3333-3333 (1994)
Tetrahedron, 50, 1111-1111 (1994)
Perri, S.T. et al.
The Journal of Organic Chemistry, 54, 2032-2032 (1989)



Global Trade Item Number

SKUGTIN
377090-5G04061833547151
377090-1G04061826662922

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