ChemicalBook > CAS DataBase List > METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE

METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE

Product Name
METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE
CAS No.
80657-57-4
Chemical Name
METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE
Synonyms
Methyl (S)-3-hydroxy-2-methylpropanoate;3-hydroxy-(2S)-methylpropionate;(S)-Roche ester;methyl beta-hydroxyisobutyrate;Methyl (S)-3-hydroxyisobutanoate;(+)-methyl l-β-hydroxyisobutyrate;METHYL L-(S)-3-HYDROXYISOBUTYRATE;METHYL (S)-(+)-3-HYDROXYISOBUTYRATE;(S)-(+)-METHYL B-HYDROXYISOBUTYRATE;Methyl-L-(S)-beta-hydroxyisobutyrate
CBNumber
CB6777045
Molecular Formula
C5H10O3
Formula Weight
118.13
MOL File
80657-57-4.mol
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METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE Property

Boiling point:
74 °C/10 mmHg (lit.)
Density 
1.071 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 (Slightly), DMSO (Slightly), Methanol (Slightly)
form 
Liquid
pka
14.40±0.10(Predicted)
Specific Gravity
1.07
color 
Colorless
optical activity
[α]19/D +26°, c = 4 in methanol
Water Solubility 
Insoluble in water. Soluble in methanol.
BRN 
1720830
InChI
InChI=1S/C5H10O3/c1-4(3-6)5(7)8-2/h4,6H,3H2,1-2H3/t4-/m0/s1
InChIKey
ATCCIZURPPEVIZ-BYPYZUCNSA-N
SMILES
C(OC)(=O)[C@@H](C)CO
CAS DataBase Reference
80657-57-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
26-36/37/39-36-24/25
RIDADR 
1993
WGK Germany 
3
HazardClass 
3.2
PackingGroup 
III
HS Code 
29181990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H227Combustible liquid

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
270121
Product name
Methyl (S)-(+)-3-hydroxy-2-methylpropionate
Purity
98%
Packaging
5g
Price
$179.4
Updated
2025/07/31
Sigma-Aldrich
Product number
270121
Product name
Methyl (S)-(+)-3-hydroxy-2-methylpropionate
Purity
98%
Packaging
25g
Price
$782.85
Updated
2025/07/31
Sigma-Aldrich
Product number
270121
Product name
Methyl (S)-(+)-3-hydroxy-2-methylpropionate
Purity
98%
Packaging
100g
Price
$2450
Updated
2025/07/31
TRC
Product number
M312775
Product name
Methyl (S)-(+)-3-hydroxy-2-methylpropionate
Packaging
1g
Price
$110
Updated
2021/12/16
ChemScene
Product number
CS-W023098
Product name
(S)-methyl3-hydroxy-2-methylpropanoate
Purity
≥97.0%
Packaging
5g
Price
$110
Updated
2021/12/16
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METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE Chemical Properties,Usage,Production

Chemical Properties

Clear colorless liquid

Uses

Methyl (S)-(+)-3-hydroxy-2-methylpropionate is used as a starting material for the synthesis of dictyostatin, discodermolide and spongidepsin.

Synthesis

15484-46-5

80657-57-4

72657-23-9

General procedure for the synthesis of methyl (S)-(+)-3-hydroxy-2-methylpropanoate and (-)-methyl-D-BATA-hydroxyisobutyrate from methyl 2-(hydroxymethyl)acrylate: K.3. Typical method for asymmetric catalytic hydrogenation is as follows: [Rh(COD)L*]BF4 (0.005 mmol, 1 mol%) and substrate (0.5 mmol) were were dissolved in a dry solvent (7.5 mL) and the solution was transferred to a stainless steel autoclave. After sealing the autoclave, it was purged with hydrogen and then pressurized with hydrogen. After stirring the reaction mixture for 16 h at room temperature, the hydrogen was slowly released to atmospheric pressure and the reaction solution was transferred to a round bottom flask. The solvent was removed using a rotary evaporator to obtain the crude product. The crude product was purified by silica gel column chromatography to give the hydrogenated product. The enantiomeric excess value of the product was determined by chiral column HPLC. The results of asymmetric catalytic hydrogenation using rhodium complexes of ligands (1-48) or (1-49) are presented in Tables 9 and 10, respectively. Table 9 demonstrates the results of asymmetric catalytic hydrogenation of rhodium complexes of ligand (1-48) under different conditions including substrate, solvent, pressure, conversion and enantiomeric excess values. Table 10, on the other hand, shows the results of asymmetric catalytic hydrogenation of rhodium complexes of ligand (I'-49c) under the same conditions.

References

[1] Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 185 - 189
[2] Advanced Synthesis and Catalysis, 2007, vol. 349, # 10, p. 1592 - 1596
[3] Advanced Synthesis and Catalysis, 2007, vol. 349, # 10, p. 1592 - 1596
[4] Tetrahedron Asymmetry, 2009, vol. 20, # 2, p. 210 - 213
[5] Advanced Synthesis and Catalysis, 2008, vol. 350, # 10, p. 1610 - 1614

METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE Preparation Products And Raw materials

Raw materials

Preparation Products

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METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE Suppliers

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View Lastest Price from METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE 80657-57-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-19
Career Henan Chemical Co
Product
METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE 80657-57-4
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
100kg
Release date
2018-08-01

80657-57-4, METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATERelated Search:

Dimethyl diethylmalonate Reserpine TRIETHYL 1,1,2-ETHANETRICARBOXYLATE DIETHYL DIMETHYLMALONATE DIETHYL DIALLYLMALONATE RESCINNAMINE Triethyl methanetricarboxylate 2,2,5-Trimethyl-1,3-dioxane-4,6-dione DIETHYL TERT-BUTYLMALONATE Diethyl phenylmalonate DIETHYL DIETHYLMALONATE Diethyl bis(hydroxymethyl)malonate TETRAETHYL 1,1,2,2-ETHANETETRACARBOXYLATE DIETHYL 2-(2-CYANOETHYL)MALONATE Diethyl 2-bromo-2-methylmalonate 2,2-DIMETHYL-5-PHENYL-1,3-DIOXANE-4,6-DIONE (R)-(-)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER Methyl 2-hydroxyisobutyrate

  • (S)-(+)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER
  • (S)-3-HYDROXY-2-METHYLPROPIONIC ACID METHYL ESTER
  • (S)-(+)-3-HYDROXYISOBUTYRIC ACID METHYL ESTER
  • methyl (S)-(+)-3-hydroxy-2-methyl-*propionate 99%
  • methyl beta-hydroxyisobutyrate
  • (+)-Methyl (S)-3-hydroxy-2-methylpropionate, S-(+)-3-Hydroxy-2-methylpropionic acid methyl ester
  • (+)-Methyl L-β-hydroxyisobutyrate, S-(+)-3-Hydroxy-2-methylpropionic acid methyl ester
  • Methyl-L-(S)-beta-hydroxyisobutyrate
  • METHYL (S)-(+)-3-HYDROXY-2-METHYL-PROPIO NATE, 99% (99% EE/GLC)
  • Propanoic acid, 3-hydroxy-2-methyl-, methyl ester, (2S)-
  • (+)-methyl l-β-hydroxyisobutyrate
  • 3-hydroxyisobutyric acid methyl ester
  • (2S)-3-Hydroxy-2-methylpropanoic acid methyl ester
  • (S)-2-Methyl-3-hydroxypropionic acid methyl ester
  • Methyl (S)-3-hydroxyisobutanoate
  • Methyl 3-hydroxy-(2S)-methylpropanoate
  • (S)-Methyl 3-hydroxy-2-Methylpropanoate
  • (S)-(+)-3-Hydroxyisobutyric Acid Methyl Ester (S)-(+)-3-Hydroxy-2-methylpropionic Acid Methyl Ester Methyl (S)-(+)-3-Hydroxy-2-methylpropionate
  • (S)-(+)-METHYL 3-HYDROXY-2-METHYLPROPION
  • (2S)-3-Hydroxy-2-methylpropionic acid methyl ester
  • (S)-3-Hydroxy-2-methylpropanoic acid methyl ester
  • 3-hydroxy-(2S)-methylpropionate
  • Methyl (S)-(+)-3-hydroxy-2-Methylpropionate, ee: 98%
  • L-(S)-(+)-3-HYDROXYISOBUTYRIC ACID METHYL ESTER
  • L(+)-BETA-HYDROXYISOBUTYRIC ACID METHYL ESTER
  • METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE
  • METHYL (S)-3-HYDROXY-2-METHYLPROPIONATE
  • METHYL (S)-(+)-3-HYDROXYISOBUTYRATE
  • (+)-METHYL L-BETA-HYDROXYISOBUTYRATE
  • METHYL L-(S)-3-HYDROXYISOBUTYRATE
  • (S)-(+)-Methyl 3-hydroxy-2-methylpropionate for synthesis
  • 3-Hydroxy-2-methyl-propionic acid methyl ester ( Methyl (S)-(+)-3-hydroxy-2-methyl- propionate )
  • methyl (2S)-3-hydroxy-2-methylpropanoate
  • Propanoicacid,3-hydroxy-2-methyl-methylester
  • (S)-(+)-METHYL 3-HYDROXY-2-METHYLPROPIONATE
  • (S)-(+)-METHYL B-HYDROXYISOBUTYRATE
  • Methyl (S)-(+)-3-hydroxy-2-methylpropionate, 99%, ee: 98%
  • Methyl(S)-(+)-3-Hydroxyisobutyrate&gt
  • Methyl (S)-3-hydroxy-2-methylpropanoate
  • methyI (S)-3-yrxy-2-methylpropanoate
  • (S)-Roche ester
  • Methyl (<i>S</i>)-(+)-3-hydroxy-2-methylpropionate
  • 80657-57-4
  • HOCH2CHCH3CO2CH3
  • Building Blocks for Liquid Crystals
  • Esters (Chiral)
  • Chiral Compounds (Building Blocks for Liquid Crystals)
  • Chiral Building Blocks
  • Asymmetric Synthesis
  • Organic Building Blocks
  • Esters
  • Building Blocks for Liquid Crystals
  • Chiral Building Blocks
  • Chiral Compounds (Building Blocks for Liquid Crystals)
  • Esters (Chiral)
  • Functional Materials
  • Synthetic Organic Chemistry