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295949

Sigma-Aldrich

1,4-Dioxaspiro[4.5]decan-2-one

95%

Synonym(s):

2,2-Pentamethylene-1,3-dioxolan-4-one

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About This Item

Empirical Formula (Hill Notation):
C8H12O3
CAS Number:
4423-79-4
Molecular Weight:
156.18
MDL number:
MFCD00010852
UNSPSC Code:
12352100
PubChem Substance ID:
24857823

Assay

95%

form

solid

bp

70 °C/0.5 mmHg (lit.)

mp

32-35 °C (lit.)

SMILES string

O=C1COC2(CCCCC2)O1

InChI

1S/C8H12O3/c9-7-6-10-8(11-7)4-2-1-3-5-8/h1-6H2

InChI key

HBGAMCTZOLJGAS-UHFFFAOYSA-N

Application

1,4-Dioxaspiro[4.5]decan-2-one has been used in the synthesis of L-callipeltose, the deoxyamino sugar of L-callipeltoside A.

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

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

221.0 °F - closed cup

Flash Point(C)

105 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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D A Evans et al.
Organic letters, 3(20), 3133-3136 (2001-09-28)
[reaction: see text] The L-callipeltose subunit of L-callipeltoside A has been synthesized in 10 steps and 13% overall yield from D-threonine. The key steps are a highly diastereoselective Felkin anti aldol addition to a methyl ketone and a selective methylation

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