ChemicalBook > CAS DataBase List > (R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER

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

Product Name
(R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER
CAS No.
72657-23-9
Chemical Name
(R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER
Synonyms
R-(-)-Roche Ester;(S)-Methyl 3-hydroxy-2-;(-)-Methyl 2-methylhydracrylate;METHYL D-(R)-3-HYDROXYISOBUTYRATE;(-)-methyl d-β-hydroxyisobutyrate;(R)-(-)-METHYL B-HYDROXYISOBUTYRATE;Methyle(R)-(-)-β-hydroxyisobutyrate;METHYL (R)-(-)-3-HYDROXYISOBUTYRATE;(-)-METHYL D-BETA-HYDROXYISOBUTYRATE;Methyl-D-(R)-beta-hydroxyisobutyrate
CBNumber
CB9226746
Molecular Formula
C5H10O3
Formula Weight
118.13
MOL File
72657-23-9.mol
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(R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER Property

Boiling point:
76-77 °C12 mm Hg(lit.)
Density 
1.066 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.425
Flash point:
178 °F
storage temp. 
Sealed in dry,2-8°C
solubility 
Chloroform (Sparingly), Methanol (Slightly)
pka
14.40±0.10(Predicted)
form 
Liquid
color 
Clear colorless
optical activity
[α]19/D −26°, c = 4 in methanol
BRN 
3587507
InChI
InChI=1S/C5H10O3/c1-4(3-6)5(7)8-2/h4,6H,3H2,1-2H3/t4-/m1/s1
InChIKey
ATCCIZURPPEVIZ-SCSAIBSYSA-N
SMILES
C(OC)(=O)[C@H](C)CO
CAS DataBase Reference
72657-23-9(CAS DataBase Reference)
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Safety

Risk Statements 
10
Safety Statements 
16
WGK Germany 
3
HS Code 
29181990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H227Combustible liquid

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
270148
Product name
Methyl (R)-(?)-3-hydroxy-2-methylpropionate
Purity
99%
Packaging
1g
Price
$39.83
Updated
2025/07/31
Sigma-Aldrich
Product number
270148
Product name
Methyl (R)-(?)-3-hydroxy-2-methylpropionate
Purity
99%
Packaging
5g
Price
$144.44
Updated
2025/07/31
TCI Chemical
Product number
H0703
Product name
Methyl (R)-(-)-3-Hydroxyisobutyrate
Purity
>99.0%(GC)
Packaging
5g
Price
$141
Updated
2025/07/31
TCI Chemical
Product number
H0703
Product name
Methyl (R)-(-)-3-Hydroxyisobutyrate
Purity
>99.0%(GC)
Packaging
25g
Price
$470
Updated
2025/07/31
TRC
Product number
H943558
Product name
(R)-3-HydroxyisobutyricAcidMethylEster
Packaging
2g
Price
$65
Updated
2021/12/16
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(R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER Chemical Properties,Usage,Production

Chemical Properties

Clear Colorless Oil

Uses

Chiral derivative of 3-Hydroxyisobutyrate.

Uses

The (R)- and (S)-isomers are bifunctional building blocks for the synthesis of a wide variety of optically active molecules.

Synthesis

15484-46-5

72657-23-9

GENERAL PROCEDURE: The general procedure for the synthesis of (-)-methyl-D-BETA-hydroxyisobutyrate from methyl 2-(hydroxymethyl)acrylate is as follows: the Ene-reductase activity assay needs to be carried out in anaerobic conditions (Coy Laboratory, Grass Lake, MI) at ambient temperature. Preparation of reaction stock solutions consisted of dissolving each substrate (see below for details) in 50 mM Tris-HCl buffer (pH 7.5) supplemented with 200 μM NADP+, 100 mM glucose, and glucose dehydrogenase (GDH) from Thermoplasma acidophilum (2 units were used for the IVTT reaction and 5 (2 units for the IVTT reaction and 5 units for the purified enzyme reaction). Individual substrate concentrations were selected to ensure that vmax conditions or maximum solubility were achieved. At these substrate concentrations, adjust reaction times to achieve 10-50% substrate conversion. For OYE activity assays in IVTT experiments, 20 μL of reaction stock solution was mixed with 2-10 μL of IVTT reaction mixture and the total assay volume was adjusted to 30 μL with 50 mM Tris-HCl (pH 7.5).For assays of purified OYE1 variants, the enzyme (final concentration: 250 nM) was added to 500 μL of reaction stock solution. The reaction process was quenched by removing a 30 μL aliquot from the assay solution and mixing it thoroughly with 30 μL of ethyl acetate containing 1 mM cyclohexanone (as internal standard). Organic phase samples were collected and analyzed by gas chromatography (GC) (see below for specific protocol). Enantiomeric/diastereoisomeric excesses were calculated by integrating the peak areas of the products and substrates. The relative conversion rate of each substrate was calculated by dividing the measured conversion rate of the OYE1 variant by the corresponding rate of wild-type OYE1.

References

[1] Advanced Synthesis and Catalysis, 2015, vol. 357, # 8, p. 1775 - 1786
[2] Tetrahedron Asymmetry, 2009, vol. 20, # 2, p. 210 - 213
[3] Angewandte Chemie - International Edition, 2009, vol. 48, # 12, p. 2162 - 2165
[4] Advanced Synthesis and Catalysis, 2008, vol. 350, # 16, p. 2533 - 2543
[5] Advanced Synthesis and Catalysis, 2010, vol. 352, # 14-15, p. 2663 - 2666

(R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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

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View Lastest Price from (R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
(R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER 72657-23-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-19
Hong Kong Tiansheng New Material Trading Co., Ltd
Product
(R)-(-)-3-Hydroxy-2-Methylpropionic Acid Methyl Ester 72657-23-9
Price
US $6.20/KG
Min. Order
1KG
Purity
98%
Supply Ability
10KG
Release date
2021-09-24
Hong Kong Tiansheng New Material Trading Co., Ltd
Product
(R)-Roche ester 72657-23-9
Price
US $6.20/KG
Min. Order
1KG
Purity
99%
Supply Ability
10kg
Release date
2021-09-24

72657-23-9, (R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTERRelated Search:

2,2-DIMETHYL-5-PHENYL-1,3-DIOXANE-4,6-DIONE Diethyl allylmalonate DIETHYL 2-(2-CYANOETHYL)MALONATE Diethyl 2-bromo-2-methylmalonate 2,2,5-Trimethyl-1,3-dioxane-4,6-dione Diethyl bis(hydroxymethyl)malonate Triethyl methanetricarboxylate TETRAETHYL 1,1,2,2-ETHANETETRACARBOXYLATE DIETHYL DIALLYLMALONATE Dimethyl diethylmalonate Diethyl 1,1-cyclopropanedicarboxylate Yohimbine TRIETHYL 1,1,2-ETHANETRICARBOXYLATE Diethyl phenylmalonate DIETHYL DIETHYLMALONATE DIETHYL TERT-BUTYLMALONATE METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE 2-Hydroxy-2-methylpropionic acid methyl ester

  • (R)-(-)-3-HYDROXYISOBUTYRIC ACID METHYL ESTER
  • (R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER
  • (R)-(-)-METHYL B-HYDROXYISOBUTYRATE
  • (R)-(-)-METHYL 3-HYDROXY-2-METHYLPROPIONATE
  • [R]-[-]-METHYL 3-HYDROXY-2-METHYL-PROPIONATE
  • D(-)-BETA-HYDROXYISOBUTYRIC ACID METHYL ESTER
  • D-(R)-(-)-3-HYDROXYISOBUTYRIC ACID METHYL ESTER
  • METHYL D-(R)-3-HYDROXYISOBUTYRATE
  • (R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ES
  • (R)-(-)-3-Hydroxyisobutyric Acid Methyl Ester (R)-(-)-3-Hydroxy-2-methylpropionic Acid Methyl Ester Methyl (R)-(-)-3-Hydroxy-2-methylpropionate
  • Methyl (R)-(-)-beta-hydroxyisobutyrate, 98%
  • (R)-(-)-METHYL 3-HYDROXY-2-METHYLPROPION
  • (R)-(-)-3-Hydroxy-2-Methylpropionic acid Methyl ester, ee: 98%
  • Methyl (R)-(-)-3-hydroxy-2-Methylpropionate 99%
  • (R)-(-)-Methyl 3-hydroxy-2-methylpropionate for synthesis
  • Methyle(R)-(-)-β-hydroxyisobutyrate
  • (R)-(-)-3-Hydroxy-2-methylpropionic acid methyl ester, 99%, ee: 98%
  • 3-hydroxy-2-methyl-, methyl ester, (2R)-Propanoic acid
  • (R)-(-)-3-Hydroxy-3-Hyroxyisobutyrate
  • (-)-METHYL D-BETA-HYDROXYISOBUTYRATE
  • METHYL (R)-(-)-3-HYDROXY-2-METHYLPROPIONATE
  • METHYL (R)-3-HYDROXY-2-METHYLPROPIONATE
  • METHYL (R)-(-)-3-HYDROXYISOBUTYRATE
  • (R)-(-)-3-hydroxy-2-methylpropionic*acid methyl E
  • Propanoic acid, 3-hydroxy-2-methyl-, methyl ester, (2R)-
  • (-)-methyl d-β-hydroxyisobutyrate
  • Methyl (2R)-3-hydroxy-2-methyl-propanoate
  • Methyl-D-(R)-beta-hydroxyisobutyrate
  • METHYL (R)-(-)-3-HYDROXY-2-METHYL-PROPIO NATE, 99% (99% EE/GLC)
  • (R)-(-)-3-HYDROXY-2-METHYLPROPIONIC*ACID METHYL EST
  • (2R)-3-Hydroxy-2-methylpropionic Acid Methyl Ester
  • R-(-)-Roche Ester
  • (-)-Methyl D-β-hydroxyisobutyrate, (R)-(-)-3-Hydroxy-2-methylpropionic acid methyl ester
  • Methyl (R)-3-hydroxy-2-methylpropionate, (R)-(-)-3-Hydroxy-2-methylpropionic acid methyl ester
  • (-)-Methyl 2-methylhydracrylate
  • (2R)-2-Methyl-3-hydroxypropanoic acid methyl ester
  • (2R)-2-Methyl-3-hydroxypropionic acid methyl ester
  • (R)-2-Methyl-3-hydroxypropionic acid methyl ester
  • (R)-Methyl 3-hydroxy-2-Methylpropanoate
  • Methyl(R)-(-)-3-Hydroxyisobutyrate&gt
  • (S)-Methyl 3-hydroxy-2-
  • methyI (R)-3-hydroxy-2-methylpropanoate
  • (R)-(-)-3-Hydroxy-2-methylpropionic acid methyl ester/72657-23-9 high purity
  • Methyl (R)-3-hydroxy-2-methylpropanoate
  • (-) - Methyl-D-BATA-hydroxyisobutyrate
  • (R)-(-)-3-HYDROXY-2-METHYLPRO-PIONIC ACIDMETHY ESTER
  • Methyl (<i>R</i>)-(?)-3-hydroxy-2-methylpropionate
  • 72657-23-9
  • Building Blocks for Liquid Crystals
  • Chiral Building Blocks
  • Esters (Chiral)
  • Chiral Compounds (Building Blocks for Liquid Crystals)
  • Organic Building Blocks
  • Esters
  • Asymmetric Synthesis
  • Aliphatics
  • Chiral Reagents
  • Building Blocks for Liquid Crystals