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59436

Methyl (4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carboxylate

Name: Methyl (4<I>R</I>,5<I>S</I>)-2,2,5-trimethyl-1,3-dioxolane-4-carboxylate
Brand: ALDRICH

technical, ≥90% (sum of enantiomers, GC)

Synonym(s):

4-Deoxy-2,3-O-isopropylidene-L-threonic acid methyl ester, Methyl (2R,3S)-2,3-O-isopropylidene-2,3-dihydroxybutyrate, Methyl 4-deoxy-2,3-O-isopropylidene-L-threonate

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About This Item

Empirical Formula (Hill Notation):

C₈H₁₄O₄

CAS Number:

78086-72-3

Molecular Weight:

174.19

UNSPSC Code:

12352201

NACRES:

NA.22

PubChem Substance ID:

57651682

MDL number:

MFCD00077802

Beilstein/REAXYS Number:

4667377

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Properties

grade

technical

assay

≥90% (sum of enantiomers, GC)

optical activity

[α]20/D +19±1°, c = 4% in chloroform

refractive index

n20/D 1.422

density

1.06 g/mL at 20 °C (lit.)

SMILES string

COC(=O)[C@@H]1OC(C)(C)O[C@H]1C

InChI

1S/C8H14O4/c1-5-6(7(9)10-4)12-8(2,3)11-5/h5-6H,1-4H3/t5-,6+/m0/s1

InChI key

AELKYRWKHKGMAD-NTSWFWBYSA-N

Description

Other Notes

Chiral building block: stereoselective α-alkylation. Preparation of the corresponding aldehyde.

pictograms

GHS02

signalword

Warning

hcodes

H226

pcodes

P210 - P233 - P240 - P241 - P242 - P243

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

122.0 °F - closed cup

flash_point_c

50 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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G. Fronza et al.

Tetrahedron Letters, 3883-3883 (1979)

W. Ladner

Chemische Berichte, 116, 3413-3413 (1983)

S. Servi

The Journal of Organic Chemistry, 50, 5865-5865 (1985)

Global Trade Item Number

SKU	GTIN
59436-5ML-F	04061838120342