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Basic Information
CAS No.: 72657-23-9
Name: (R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER
Article Data: 31
Molecular Structure:
Molecular Structure of 72657-23-9 ((R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER)
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:
Risk Statements 10
Safety Statements 16
WGK Germany 3
PSA: 46.53000
LogP: -0.21220
Synthetic route

C16H24O3Si

72657-23-9

methyl (R)-3-hydroxy-2-methylpropionate

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon88%
1910-47-0

(2R)-3-hydroxy-2-methylpropanoic acid

72657-23-9

methyl (R)-3-hydroxy-2-methylpropionate

Conditions
ConditionsYield
In diethyl ether86%
56850-58-9, 59965-24-1, 74924-27-9, 112068-34-5

methyl (2R)-3-(benzyloxy)-2-methylpropanoate

72657-23-9

methyl (R)-3-hydroxy-2-methylpropionate

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In methanol at 50℃; Industrial scale;84%
212051-35-9

(R)-methyl 3-((4-methoxybenzyl)oxy)-2-methylpropanoate

72657-23-9

methyl (R)-3-hydroxy-2-methylpropionate

Conditions
ConditionsYield
With t-butyl bromide In acetonitrile for 0.833333h; Reflux; chemoselective reaction;72%
15484-46-5

methyl 2-hydroxymethylacrylate

72657-23-9

methyl (R)-3-hydroxy-2-methylpropionate

Conditions
ConditionsYield
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 (2R,5S,E)-5-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpent-3-enoate

72657-23-9

methyl (R)-3-hydroxy-2-methylpropionate

Conditions
ConditionsYield
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%

A

80657-57-4

3-hydroxy-(2S)-methylpropionate

B

72657-23-9

methyl (R)-3-hydroxy-2-methylpropionate

Conditions
ConditionsYield
In diethyl ether Yield given. Yields of byproduct given. Title compound not separated from byproducts;
15484-46-5

methyl 2-hydroxymethylacrylate

A

80657-57-4

3-hydroxy-(2S)-methylpropionate

B

72657-23-9

methyl (R)-3-hydroxy-2-methylpropionate

Conditions
ConditionsYield
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.;
64809-29-6

methyl 3-hydroxy-2-methylpropanoate

A

80657-57-4

3-hydroxy-(2S)-methylpropionate

B

72657-23-9

methyl (R)-3-hydroxy-2-methylpropionate

Conditions
ConditionsYield
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;
110-87-2

3,4-dihydro-2H-pyran

72657-23-9

methyl (R)-3-hydroxy-2-methylpropionate

88557-53-3

(R)-2-Methyl-3-(tetrahydro-pyran-2-yloxy)-propionic acid methyl ester

Conditions
ConditionsYield
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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  • (r)-(-)-3-hydroxy-2-methylpropionic Acid Methyl Ester CAS NO.72657-23-9

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    72657-23-9

    (R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER

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    Product Name: (R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER Synonyms: (R)-(-)-3-HYDROXYISOBUTYRIC ACID METHYL ESTER;(R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER;(R)-(-)-METHYL B-HYDROXYISOBUTYRATE;(R)-(-)-METHYL 3-HYDROXY-2-MET

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  • (R)-(-)-3-Hydroxy-2-methylpropionic acid methyl ester/72657-23-9  high purity

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Chemistry

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 

Uses

 Methyl (R)-(-)-3-hydroxy-2-methylpropionate (CAS NO.72657-23-9) can be used in chiral derivative of 3-Hydroxyisobutyrate.

Safety Profile

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

Specification

 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.