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CAS No.: | 72657-23-9 | ||||||
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Name: | (R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER | ||||||
Article Data: | 31 | ||||||
Molecular Structure: | |||||||
Formula: | C5H10 O3 | ||||||
Molecular Weight: | 118.133 | ||||||
Synonyms: | Propanoic acid,3-hydroxy-2-methyl-, methyl ester, (R)-; (-)-Methyl b-hydroxyisobutyrate; (2R)-3-Hydroxy-2-methylpropionicacid methyl ester; (R)-(-)-3-Hydroxy-2-methylpropionic acid methyl ester;(R)-3-Hydroxy-2-methylpropionic acid methyl ester;(R)-3-Hydroxy-2-methylpropionic acid methyl ester; Methyl(2R)-3-hydroxy-2-methylpropanoate; Methyl (2R)-3-hydroxy-2-methylpropionate;Methyl (R)-(-)-3-hydroxy-2-methylpropionate; Methyl(R)-(-)-3-hydroxy-2-methylpropionate; Methyl (R)-3-hydroxy-2-methylpropanoate;Methyl (R)-3-hydroxy-2-methylpropionate; Methyl (R)-3-hydroxyisobutanoate;Methyl (R)-b-hydroxyisobutyrate; R-(-)-Rocheester | ||||||
Density: | 1.066 | ||||||
Boiling Point: | 76-77 °C12 mm Hg(lit.) | ||||||
Flash Point: | 80 ºC | ||||||
Appearance: | Clear Colorless Oil | ||||||
Hazard Symbols: | R10:; | ||||||
Risk Codes: | R10 | ||||||
Safety: |
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PSA: | 46.53000 | ||||||
LogP: | -0.21220 |
methyl (R)-3-hydroxy-2-methylpropionate
Conditions | Yield |
---|---|
With hydrogen; palladium 10% on activated carbon | 88% |
diazomethane
(2R)-3-hydroxy-2-methylpropanoic acid
methyl (R)-3-hydroxy-2-methylpropionate
Conditions | Yield |
---|---|
In diethyl ether | 86% |
methyl (2R)-3-(benzyloxy)-2-methylpropanoate
methyl (R)-3-hydroxy-2-methylpropionate
Conditions | Yield |
---|---|
With palladium on activated charcoal; hydrogen In methanol at 50℃; Industrial scale; | 84% |
(R)-methyl 3-((4-methoxybenzyl)oxy)-2-methylpropanoate
methyl (R)-3-hydroxy-2-methylpropionate
Conditions | Yield |
---|---|
With t-butyl bromide In acetonitrile for 0.833333h; Reflux; chemoselective reaction; | 72% |
methyl 2-hydroxymethylacrylate
methyl (R)-3-hydroxy-2-methylpropionate
Conditions | Yield |
---|---|
With glucose dehydrogenase; potassium phosphate; D-glucose; ene reductase YqjM wild type enzyme; NADPH In 2-methyltetrahydrofuran; aq. phosphate buffer at 30℃; pH=7.5; Reagent/catalyst; Inert atmosphere; Enzymatic reaction; enantioselective reaction; | 58% |
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; (Rc,Ra)-THNAPhos; hydrogen In dichloromethane at 20℃; under 7500.75 Torr; for 24h; optical yield given as %ee; | |
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 1-(3-(diphenylphosphanyl)phenyl)urea; (2S)-methyl (S)-2-(3,5-dioxa-4-phosphacyclohepta[2,1-a;3,4-a']dinaphthalen-4-ylamino)-2-isobutylethanoate; hydrogen In dichloromethane at 24.84℃; under 7500.75 Torr; for 16h; |
methyl (R)-3-hydroxy-2-methylpropionate
Conditions | Yield |
---|---|
Stage #1: methyl (2R,5S,E)-5-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpent-3-enoate With ozone In methanol at -78℃; Stage #2: With sodium tetrahydroborate In methanol at 0 - 20℃; | 48% |
diazomethane
3-hydroxyisobutyric acid
A
3-hydroxy-(2S)-methylpropionate
B
methyl (R)-3-hydroxy-2-methylpropionate
Conditions | Yield |
---|---|
In diethyl ether Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
methyl 2-hydroxymethylacrylate
A
3-hydroxy-(2S)-methylpropionate
B
methyl (R)-3-hydroxy-2-methylpropionate
Conditions | Yield |
---|---|
With hydrogen; {(-)-1,2-bis(2R,5R)-2,5-dimethylphospholanobenzene(cyclooctadiene)rhodium(l)} triflate In methanol at 30℃; under 3000.3 Torr; Product distribution; Further Variations:; Catalysts; | |
With hydrogen; Ru(cod)(η3-methylallyl)2/(R)-SYNPHOS/HBF4 In methanol at 50℃; under 15001.5 Torr; for 23h; Title compound not separated from byproducts.; | |
With hydrogen; p-benzoquinone; [RuH(η6-cycloocta-1,3,5-triene)(S)-SYNPHOS]BF4 In methanol at 15℃; under 15001.5 Torr; for 23h; Title compound not separated from byproducts.; |
methyl 3-hydroxy-2-methylpropanoate
A
3-hydroxy-(2S)-methylpropionate
B
methyl (R)-3-hydroxy-2-methylpropionate
Conditions | Yield |
---|---|
With [Rh(dppb)(COD)]BF4; hydrogen In methanol at 20℃; under 45004.5 Torr; for 20h; | |
With capillary column subsequently coated with 1) Co(d-Cam)1/2(bdc)1/2(tmdpy) (d-Cam=d-camphoric acid,bdc=1,4-benzenedicarboxylic acid, tmdpy=4,4’-trimethylenedipyridine), 2) peramylated β-cyclodextrin at 93℃; Reagent/catalyst; Resolution of racemate; |
3,4-dihydro-2H-pyran
methyl (R)-3-hydroxy-2-methylpropionate
(R)-2-Methyl-3-(tetrahydro-pyran-2-yloxy)-propionic acid methyl ester
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In tetrahydrofuran Ambient temperature; | 100% |
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; Inert atmosphere; | 100% |
With toluene-4-sulfonic acid In diethyl ether at 20℃; | 99% |
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Molecular structure of Methyl (R)-(-)-3-hydroxy-2-methylpropionate (CAS NO.72657-23-9) is:
Product Name: Methyl (R)-(-)-3-hydroxy-2-methylpropionate
CAS Registry Number: 72657-23-9
IUPAC Name: methyl 3-Hydroxy-2-methylpropanoate
Molecular Weight: 118.1311 [g/mol]
Molecular Formula: C5H10O3
XLogP3-AA: -0.1
H-Bond Donor: 1
H-Bond Acceptor: 3
Refractive index: n20/D 1.425
Storage temp.: 2-8 °C
Surface Tension: 33.218 dyne/cm
Density: 1.051 g/cm3
Flash Point: 81.111 °C
Enthalpy of Vaporization: 47.893 kJ/mol
Boiling Point: 175.048 °C at 760 mmHg
Vapour Pressure: 0.361 mmHg at 25 °C
Methyl (R)-(-)-3-hydroxy-2-methylpropionate (CAS NO.72657-23-9) can be used in chiral derivative of 3-Hydroxyisobutyrate.
Safty information about Methyl (R)-(-)-3-hydroxy-2-methylpropionate (CAS NO.72657-23-9) is:
Risk Statements: 10
R10:Flammable.
Safety Statements: 16
S16:Keep away from sources of ignition.
WGK Germany: 3
Methyl (R)-(-)-3-hydroxy-2-methylpropionate , its cas register number is 72657-23-9. It also can be called Propanoic acid,3-hydroxy-2-methyl-, methyl ester, (2R)- ; (-)-Methyl D-beta-hydroxyisobutyrate .It is a clear colorless oil.