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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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