345482
Methyl (R)-(+)-2,2-dimethyl-1,3-dioxolane-4-carboxylate
98%
Synonym(s):
α,β-Isopropylidene-D-glyceric acid methyl ester, Methyl α,β-isopropylidene-D-glycerate, Methyl 2,3-O-isopropylidene-D-glycerate
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About This Item
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Quality Level
Assay
98%
form
liquid
optical activity
[α]20/D +8.5°, c = 1.5 in acetone
refractive index
n20/D 1.426 (lit.)
bp
70-75 °C/10 mmHg (lit.)
density
1.106 g/mL at 25 °C (lit.)
SMILES string
COC(=O)[C@H]1COC(C)(C)O1
InChI
1S/C7H12O4/c1-7(2)10-4-5(11-7)6(8)9-3/h5H,4H2,1-3H3/t5-/m1/s1
InChI key
DOWWCCDWPKGNGX-RXMQYKEDSA-N
Related Categories
Application
Methyl (R)-(+)-2,2-dimethyl-1,3-dioxolane-4-carboxylate may be used as a starting material to synthesize (2R)-[1-2H2]-glycerol, a probe to study the stereochemistry of glycerol metabolism in Streptomyces cattleya. It may also be used to synthesize organic building blocks like (R)-2,3-dihydroxy-3-methylbutyl toluene-p-sulfonate and (2S,8R)-2-amino-8-[(R) 2,2-dimethyl-1,3-dioxolan-4-yl]-8-oxooctanoic acid.
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
167.0 °F - closed cup
Flash Point(C)
75 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Synthesis of 2-amino-8-oxodecanoic acids (Aodas) present in natural hystone deacetylase inhibitors.
The Journal of Organic Chemistry, 71(1) (2006)
Synthesis of (24 R)-11a-(4-carboxybutyryloxy)-24, 25-dihydroxyvitamin D 3: a novel haptenic derivative producing antibodies of high affinity for (24 R)-24, 25-dihydroxyvitamin D 3.
J. Chem. Soc., Perkin Trans., 3, 269-275 (1994)
Biosynthesis of fluoroacetate and 4-fluorothreonine by Streptomyces cattleya. The stereochemical processing of glycerol.
Chemical Communications (Cambridge, England), 8, 799-800 (1997)
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