71526-30-2

Basic information

• Product Name: (2S,3R)-3-hydroxy-2-methyl-Butanoic acid
• Synonyms: (2S,3R)-3-hydroxy-2-methyl-Butanoic acid;3-Hydroxy-2-methyl-[R-(R,S)]-butanoic acid
• CAS NO: 71526-30-2
• Molecular Formula: C₅H₁₀O₃
• Molecular Weight: 118.13
• Mol File: 71526-30-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 242.8°C at 760 mmHg
• Flash Point: 114.9°C
• Appearance: /
• Density: 1.136g/cm³
• Vapor Pressure: 0.00567mmHg at 25°C
• Refractive Index: 1.455
• CAS DataBase Reference: (2S,3R)-3-hydroxy-2-methyl-Butanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R)-3-hydroxy-2-methyl-Butanoic acid(71526-30-2)
• EPA Substance Registry System: (2S,3R)-3-hydroxy-2-methyl-Butanoic acid(71526-30-2)

Safety Data

• Hazardous Substances Data: 71526-30-2(Hazardous Substances Data)

Usage

General Description

(2S,3R)-3-hydroxy-2-methyl-Butanoic acid is a chemical compound with the molecular formula C5H10O3. It is a chiral molecule, meaning that it has two non-superimposable mirror image forms. (2S,3R)-3-hydroxy-2-methyl-Butanoic acid is a hydroxy acid, which means it contains both a hydroxyl group (-OH) and a carboxylic acid group (-COOH) in its structure. It is also a derivative of butanoic acid, with a methyl group and a hydroxyl group attached to the second and third carbon atoms, respectively. (2S,3R)-3-hydroxy-2-methyl-Butanoic acid is used in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds due to its versatile reactivity and biological activity.

InChI:InChI=1/C5H10O3/c1-3(4(2)6)5(7)8/h3-4,6H,1-2H3,(H,7,8)/t3-,4+/m0/s1

Upstream product

• 609-14-3 2-acetylpropanoic acid ethyl ester 
• 75-07-0 acetaldehyde 
• 535-11-5 Ethyl 2-bromopropionate 
• 684-84-4 2-methyl-1,3-butanediol 
• 124-38-9 carbon dioxide 
• 7732-18-5 water 
• 27372-03-8 ethyl 3-hydroxy-2-methylbutyrate 
• 468756-92-5 (4S,2'S,3'R)-N-(3-acetoxy-2-methylbutanoyl)-4-ethyl-2-oxazolidinone 
• 468756-89-0 (4S,2'S,3'R)-N-(3-acetoxy-2-methylbutanoyl)-4-benzyl-2-oxazolidinone 
• 80-59-1 Tiglic acid 
• 90033-09-3 N-(2-t-butyldimethylsiloxyethyl)-2-methylacetoacetamide 
• 34293-67-9 methyl 3-(R)-hydroxy-2-(S)-methylbutanoate 
• 17094-21-2 2-methyl-acetoacetic acid methyl ester 

Downstream Products

• 80-59-1 Tiglic acid 
• 7732-18-5 water 

Relevant articles and documents

Glycolipid ester-type heterodimers from Ipomoea tyrianthina and their pharmacological activity

Tyrianthins A (1) and B (2), two new partially acylated glycolipid ester-type heterodimers were isolated from Ipomoea tyrianthina. Scammonic acid A was determined as the glycosidic acid in both monomeric units. Tyrianthin A (1) (IC50 0.24 ± 0.0

New Routes to Chiral Evans Auxiliaries by Enzymatic Desymmetrisation and Resolution Strategies

This paper describes how enantiomerically enriched Evans auxiliaries can be successfully prepared by either an enzymatic desymmetrisation strategy or an asymmetric synthesis using racemic auxiliaries and an enzymatic resolution. Desymmetrisation of N-Boc-protected serinol has been achieved in good yield and high enantiomeric excess using porcine pancreas lipase. This has been exploited in different ways to prepare enantiomerically enriched (4R)- and (4S)-substituted 2-oxazolidinones. In another approach to asymmetric synthesis, starting from a racemic Evans auxiliary, by means of a diastereoselective aldol reaction coupled with a lipase-catalysed resolution, we achieved the preparation of enantiomerically enriched β-hydroxy acids and enantiomerically enriched 2-oxazolidinones.

Methods for preparing antiviral calanolide compounds

The present invention relates to methods for preparing 2,2-dimethyl-5-acyloxy-10-propyl-2H,8H-benzo[ 1,2-b:3,4-b ′]dipyran-8-one (5) and 2,2-dimethyl-5-hydroxy- 10-propyl-2H,8H-benzo[1,2-b:3,4-b ′]dipyran-8-one (6) and their use as intermediates for the synthesis of antiviral calanolide compounds. For example, Fries rearrangement on compound 5 or Friedel-Crafts reaction on 6, yields intermediate 2,2-dimethyl-5-hydroxy-6-propionyl-10-propyl-2H,8H-benzo[1,2-b:3,4-b′]dipyran-8-one (4), which, in turn, can be converted to (+)-calanolide A and (?)-calanolide B. The coupling of compound 6 with the appropriate chiral molecule under Mitsunobu or nucleophilic displacement leads to the asymmetric synthesis of antiviral calanolide compounds.