270148

Methyl (R)-(−)-3-hydroxy-2-methylpropionate

99%

• Synonym(s): (−)-Methyl D-β-hydroxyisobutyrate, (R)-(−)-3-Hydroxy-2-methylpropionic acid methyl ester
• Linear Formula: HOCH₂CH(CH₃)CO₂CH₃
• CAS Number: 72657-23-9
• Molecular Weight: 118.13
• Beilstein: 3587507
• MDL number: MFCD00063450
• UNSPSC Code: 12352108
• PubChem Substance ID: 24856357
• NACRES: NA.22

Properties

• Assay: 99%
• form: liquid
• optical activity: [α]19/D −26°, c = 4 in methanol
• optical purity: ee: 99% (GLC)
• refractive index: n20/D 1.425 (lit.)
• bp: 76-77 °C/12 mmHg (lit.)
• density: 1.066 g/mL at 25 °C (lit.)
• SMILES string: COC(=O)[C@H](C)CO
• InChI: 1S/C5H10O3/c1-4(3-6)5(7)8-2/h4,6H,3H2,1-2H3/t4-/m1/s1
• InChI key: ATCCIZURPPEVIZ-SCSAIBSYSA-N

Description

Application

Methyl (R)-(-)-3-hydroxy-2-methylpropionate may be used in the preparation of (S)-(4-benzyloxy-3-methylbut-1-ynyl)triethylsilane. It may also be used as a starting material in the total synthesis of (-)-discodermolide, (-)-stemoamide and (-)-stemospironine.

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

Safety Information

• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 176.0 °F - closed cup
• Flash Point(C): 80 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves