Methyl 3,4-O-isopropylidene-L-threonate

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Methyl 3,4-O-isopropylidene-L-threonate Basic information
Product Name:Methyl 3,4-O-isopropylidene-L-threonate
Synonyms:(ALPHAR,4S)-2,2-DIMETHYL-ALPHA-HYDROXY-1,3-DIOXOLANE-4-ACETIC ACID METHYL ESTER;3,4-O-ISOPROPYLIDENE-L-THREONIC ACID METHYL ESTER;(αr,4s)-2,2-dimethyl-α-hydroxy-1,3-dioxolane-4-acetic acid methyl ester;(αR,4S)-2,2-Dimethyl-α-hydroxy-1,3-dioxolane-4-acetic acid methyl ester, 3,4-O-Isopropylidene-L-threonic acid methyl ester;(R)-Methyl 2-((S)-2,2-diMethyl-1,3-dioxolan-4-yl)-2-hydroxyacetate;Methyl 3,4-O-isopropylidene-L-threonate 97%;1,3-Dioxolane-4-acetic acid, α-hydroxy-2,2-dimethyl-, methyl ester, (αR,4S)-;Methyl 3,4-O-isopropylidene-L-threonate
CAS:92973-40-5
MF:C8H14O5
MW:190.19
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Mol File:92973-40-5.mol
Methyl 3,4-O-isopropylidene-L-threonate Structure
Methyl 3,4-O-isopropylidene-L-threonate Chemical Properties
Boiling point 125 °C12 mm Hg(lit.)
density 1.175 g/mL at 25 °C(lit.)
refractive index n20/D 1.446(lit.)
Fp 210 °F
pka12.03±0.20(Predicted)
form liquid
Optical Rotation[α]20/D +18.5°, c = 2 in acetone
BRN 7862
InChI1S/C8H14O5/c1-8(2)12-4-5(13-8)6(9)7(10)11-3/h5-6,9H,4H2,1-3H3/t5-,6+/m0/s1
InChIKeyJSFASCPVVJBLRD-NTSWFWBYSA-N
SMILESCOC(=O)[C@H](O)[C@@H]1COC(C)(C)O1
Safety Information
Safety Statements 23-24/25
WGK Germany 3
Storage Class10 - Combustible liquids
MSDS Information
ProviderLanguage
SigmaAldrich English
Methyl 3,4-O-isopropylidene-L-threonate Usage And Synthesis
UsesUsed to prepare a dihydrofuran substrate in the total synthesis of (-)-echinosporin.
Methyl 3,4-O-isopropylidene-L-threonate Preparation Products And Raw materials
Raw materials3,4-O-Isopropylidene-L-threonic acid, calcium salt-->(+)-5,6-O-Isopropylidene-L-ascorbic acid-->Ascorbic Acid-->Dimethyl sulfate-->Iodomethane-->2,2-Dimethoxypropane
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