88246-12-2

Basic information

• Product Name: (R)-3,4-DIHYDROXY-BUTYRIC ACID METHYL ESTER
• Synonyms: (R)-3,4-DIHYDROXY-BUTYRIC ACID METHYL ESTER
• CAS NO: 88246-12-2
• Molecular Formula: C₅H₁₀O₄
• Molecular Weight: 134.1305
• Mol File: 88246-12-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 267.007°C at 760 mmHg
• Flash Point: 114.322°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.458
• CAS DataBase Reference: (R)-3,4-DIHYDROXY-BUTYRIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3,4-DIHYDROXY-BUTYRIC ACID METHYL ESTER(88246-12-2)
• EPA Substance Registry System: (R)-3,4-DIHYDROXY-BUTYRIC ACID METHYL ESTER(88246-12-2)

Safety Data

• Hazardous Substances Data: 88246-12-2(Hazardous Substances Data)

Usage

General Description

(R)-3,4-Dihydroxybutyric acid methyl ester is a chemical compound with a molecular formula of C5H10O4. It is a methyl ester derivative of (R)-3,4-dihydroxybutyric acid, a chiral molecule found in some natural products and pharmaceutical intermediates. (R)-3,4-DIHYDROXY-BUTYRIC ACID METHYL ESTER has potential applications in the fields of drug development and chemical synthesis, owing to its chiral nature and possible biological activity. The methyl ester form of (R)-3,4-dihydroxybutyric acid may be used as a building block in the synthesis of other more complex organic compounds, and its stereoisomeric properties can be of interest in the development of pharmaceuticals and other biologically active substances. Further research and investigation into the properties and potential uses of this compound are ongoing.

InChI:InChI=1/C5H10O4/c1-9-5(8)2-4(7)3-6/h4,6-7H,2-3H2,1H3/t4-/m1/s1

Upstream product

• 617-55-0 dimethyl (S)-malate 
• 38115-87-6 malic acid dimethyl ester 
• 32807-28-6 Methyl 4-chloroacetoacetate 

Downstream Products

• 585574-01-2 methyl 4-triphenylmethyloxy-3(S)-hydroxybutyrate 
• 5469-16-9 4-Hydroxy-dihydro-furan-2-on 
• 655252-78-1 (2-Phenyl-[1,3]dioxolan-4-yl)-acetic acid methyl ester 

Relevant articles and documents

Ru/SiO2 Catalyst for Highly Selective Hydrogenation of Dimethyl Malate to 1,2,4-Butanetriol at Low Temperatures in Aqueous Solvent

Catalytic selective hydrogenation of esterified malic acid to produce 1,2,4-butanetriol (1,2,4-BT) using H2 as the reducing reagent suffers from the low 1,2,4-BT selectivity. Here, Ru/SiO2 catalyst was employed for selective hydrogenation of dimethyl malate (DM) to produce 1,2,4-BT, which gave abnormal high DM conversion (100%) and 1,2,4-BT selectivity (92.4%) in aqueous solvent at 363?K, especially, the 1,2,4-BT yield even is higher than the optimal catalyst reported (Ru-Re, 79.8%). The reaction pathways for the DM hydrogenation on Ru/SiO2 were also proposed, suggesting that extremely high 1,2,4-BT selectivity require for the much high hydrogenation rates at low temperatures, where side-reaction transesterification rates are relatively low. The extremely high hydrogenation activity and 1,2,4-BT selectivity on Ru/SiO2 in aqueous solvent at low temperatures arise from that H2O may coordinate to Ru2+ and prevent the reduction of Ru2+ to Ru under high H2 pressure. Ru/SiO2 surface presents abundant Ru2+ in aqueous solvent, can activate H2 through heterolytic cleavage mode to form hydride, which can significantly increase hydrogenation rates of C = O groups at low temperatures. In addition, the activity and 1,2,4-BT selectivity on Ru/SiO2 catalyst only reduced by 2.3% and 2.6%, respectively over a period of 550?h. Graphical Abstract: [Figure not available: see fulltext.]

PROCESS FOR THE HYDROGENATION OF ESTERS OF ALPHA-SUBSTITUTED CARBOXYLIC ACIDS

There is provided a process for the hydrogenation of esters of alpha-substituted carboxylic acids which comprises reacting an ester of an alpha-substituted carboxylic acid with hydrogen in the presence of a catalyst under substantially homogeneous supercritical conditions. Preferably, the ester of an alpha-substituted carboxylic acids is an ester of formula (1): wherein: R1 and R2are each independently an optionally substituted hydrocarbyl group or an optionally substituted heterocyclic group; and Y is a heteroatom or an optionally substituted heteroatom group. More preferably, the ester of an alpha-substituted is carboxylic acids is an ester of formula (2): wherein: R3 is an optionally substituted hydrocarbyl group or an optionally substituted heterocyclic group; R4and R5 are each independently hydrogen, an optionally substituted hydrocarbyl group or an optionally substituted heterocyclic group; Y is a heteroatom or an optionally substituted heteroatom group; Q is a functional group; and n 1. Most preferably, the ester of an alpha-substituted carboxylic acids is an ester of formula (3): wherein: R3 and R6 are each independently an optionally substituted hydrocarbyl group or an optionally substituted heterocyclic group; R4 and R5 are each independently hydrogen, an optionally substituted hydrocarbyl group or an optionally substituted heterocyclic group; Y is a heteroatom or an optionally substituted heteroatom group; and n 1.