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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
Molecular Weight:
118.13
MDL Number:
MFCD00064520
MOL File:
80657-57-4.mol
MSDS File:
SDS
Last updated:2026-01-13 11:23:32
Product description Number Pack Size Price
Methyl (S)-(+)-3-hydroxy-2-methylpropionate 98% 270121 5g $179.4
Methyl (S)-(+)-3-hydroxy-2-methylpropionate 98% 270121 25g $782.85
Methyl (S)-(+)-3-hydroxy-2-methylpropionate 98% 270121 100g $2450
Methyl (S)-(+)-3-hydroxy-2-methylpropionate M312775 1g $110
(S)-methyl3-hydroxy-2-methylpropanoate ≥97.0% CS-W023098 5g $110
More product size

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

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)
UNSPSC Code 12352108
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H227-H315-H319-H335
Precautionary statements  P210e-P261-P280a-P305+P351+P338-P405-P501a
PPE Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
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
Storage Class 10 - Combustible liquids
NFPA 704
2
2 0

METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 270121 Methyl (S)-(+)-3-hydroxy-2-methylpropionate 98% 80657-57-4 5g $179.4 2025-07-31 Buy
Sigma-Aldrich 270121 Methyl (S)-(+)-3-hydroxy-2-methylpropionate 98% 80657-57-4 25g $782.85 2025-07-31 Buy
Sigma-Aldrich 270121 Methyl (S)-(+)-3-hydroxy-2-methylpropionate 98% 80657-57-4 100g $2450 2025-07-31 Buy
TRC M312775 Methyl (S)-(+)-3-hydroxy-2-methylpropionate 80657-57-4 1g $110 2021-12-16 Buy
ChemScene CS-W023098 (S)-methyl3-hydroxy-2-methylpropanoate ≥97.0% 80657-57-4 5g $110 2021-12-16 Buy
Product number Packaging Price Buy
270121 5g $179.4 Buy
270121 25g $782.85 Buy
270121 100g $2450 Buy
M312775 1g $110 Buy
CS-W023098 5g $110 Buy

METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE Chemical Properties,Uses,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

Methyl 2-(hydroxymethyl)acrylate

15484-46-5

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

80657-57-4

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

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] Tetrahedron Asymmetry, 2009, vol. 20, # 2, p. 210 - 213
[4] Advanced Synthesis and Catalysis, 2008, vol. 350, # 10, p. 1610 - 1614

15484-46-5
80657-57-4
Synthesis of METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE from Methyl 2-(hydroxymethyl)acrylate

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

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE pictures 2025-04-04 METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE
80657-57-4
US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE     pictures 2019-07-06 METHYL (S)-(+)-3-HYDROXY-2-METHYLPROPIONATE
80657-57-4
US $1.00 / KG 1KG 98% 100kg Career Henan Chemical Co
(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> Methyl (S)-3-hydroxy-2-methylpropanoate methyI (S)-3-yrxy-2-methylpropanoate (S)-Roche ester Methyl (S)-(+)-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