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377090

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

Name: (−)-2,3-<I>O</I>-Isopropylidene-<SC>D</SC>-erythronolactone
Brand: ALDRICH

98%

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About This Item

Empirical Formula (Hill Notation):

C₇H₁₀O₄

CAS Number:

25581-41-3

Molecular Weight:

158.15

UNSPSC Code:

12352201

NACRES:

NA.22

PubChem Substance ID:

24863491

MDL number:

MFCD00134440

Beilstein/REAXYS Number:

1282952

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Properties

Quality Segment

200

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

Description

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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