6938-26-7

Basic information

• Product Name: DL-ALPHA-HYDROXYVALERIC ACID ETHYL ESTER
• Synonyms: DL-2-HYDROXYPENTANOIC ACID ETHYL ESTER;DL-ALPHA-HYDROXYVALERIC ACID ETHYL ESTER;DL-ETHYL-ALPHA-HYDROXY VALERATE;ETHYL-DL-2-HYDROXYVALERATE;ETHYL 2-HYDROXYPENTANOATE;ETHYL (+/-)-2-HYDROXYVALERATE;ETHYL 2-HYDROXYVALERATE;2-HYDROXYVALERIC ACID ETHYL ESTER
• CAS NO: 6938-26-7
• Molecular Formula: C₇H₁₄O₃
• Molecular Weight: 146.18
• EINECS: 230-066-8
• Product Categories: C6 to C7;Carbonyl Compounds;Esters
• Mol File: 6938-26-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 190 °C
• Flash Point: 61 °C
• Appearance: /
• Density: 0.983 g/mL at 20 °C(lit.)
• Vapor Pressure: 1.51E-08mmHg at 25°C
• Refractive Index: n20/D 1.421
• Storage Temp.: 2-8°C
• BRN: 1721587
• CAS DataBase Reference: DL-ALPHA-HYDROXYVALERIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: DL-ALPHA-HYDROXYVALERIC ACID ETHYL ESTER(6938-26-7)
• EPA Substance Registry System: DL-ALPHA-HYDROXYVALERIC ACID ETHYL ESTER(6938-26-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 6938-26-7(Hazardous Substances Data)

Usage

Description

DL-ALPHA-HYDROXYVALERIC ACID ETHYL ESTER, also known as Ethyl 2-Hydroxypentanoate, is an organic compound that serves as an intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its ester functional group and a hydroxyl group attached to a branched-chain carboxylic acid.

Uses

Used in Pharmaceutical Industry:
DL-ALPHA-HYDROXYVALERIC ACID ETHYL ESTER is used as an intermediate for the synthesis of 6-(2,4-diaminopyrimidinyl)-1,4-benzoxazin-3-ones, which are small molecule renin inhibitors. These renin inhibitors play a crucial role in the treatment of hypertension and other cardiovascular diseases by blocking the renin-angiotensin system, thus reducing blood pressure and the risk of heart attacks and strokes.

InChI:InChI=1/C18H13NO3/c1-12-10-16(8-9-17(12)20)19-22-18(21)15-7-6-13-4-2-3-5-14(13)11-15/h2-11H,1H3

Upstream product

• 64-17-5 ethanol 
• 617-31-2 2-hydroxyvaleric acid 
• 74-90-8 hydrogen cyanide 
• 123-72-8 butyraldehyde 
• 539-88-8 4-oxopentanoic acid ethyl ester 
• 50461-74-0 ethyl 2-oxovalerate 
• 75-03-6 ethyl iodide 
• 5699-72-9 1-Cyanobutanol 
• 584-93-0 2-Bromovaleric acid 
• 924-44-7 glyoxylic acid ethyl ester 
• 17745-45-8 propylboronic acid 
• 615-83-8 2-bromo-pentanoic acid ethyl ester 
• 2450-71-7 Propargylamine 

Downstream Products

• 1003855-66-0 2-hydroxy-valeric acid anilide 
• 113264-43-0 3-bromo-2-oxo-pentanoic acid ethyl ester 
• 29117-54-2 (S)-(-)-1,2-pentanediol 
• 82834-12-6 N-<1(S)-(ethoxycarbonyl)butyl>-L-alanine 
• 109715-02-8 (R)-5-tert-Butyl-3-[(S)-2-((S)-1-ethoxycarbonyl-butylamino)-propionyl]-2,3-dihydro-[1,3,4]thiadiazole-2-carboxylic acid benzyl ester 
• 109785-12-8 (S)-5-tert-Butyl-3-[(S)-2-((S)-1-ethoxycarbonyl-butylamino)-propionyl]-2,3-dihydro-[1,3,4]thiadiazole-2-carboxylic acid benzyl ester 
• 54639-21-3 3-phenyl-5-propyl-oxazolidine-2,4-dione 
• 6302-57-4 5-propyl-oxazolidine-2,4-dione 
• 1208982-46-0 ethyl (R)-2-(diphenylacetyloxy)pentanoate 
• 1208982-47-1 ethyl (S)-2-(diphenylacetyloxy)pentanoate 
• 115626-59-0 ethyl (2S)-2-hydroxypentanoate 
• 88945-70-4 (S)-ethyl 2-hydroxypentanoate 
• 1448338-50-8 di(1-naphthyl)methyl (S)-2-[(1,1'-biphenyl)-2-yloxy]pentanoate 
• 1448338-52-0 (R)-2-[(1,1'-biphenyl)-2-yloxy]pentanoic acid 

Relevant articles and documents

Asymmetric Synthesis of N-Substituted α-Amino Esters from α-Ketoesters via Imine Reductase-Catalyzed Reductive Amination

N-Substituted α-amino esters are widely used as chiral intermediates in a range of pharmaceuticals. Here we report the enantioselective biocatalyic synthesis of N-substituted α-amino esters through the direct reductive coupling of α-ketoesters and amines employing sequence diverse metagenomic imine reductases (IREDs). Both enantiomers of N-substituted α-amino esters were obtained with high conversion and excellent enantioselectivity under mild reaction conditions. In addition >20 different preparative scale transformations were performed highlighting the scalability of this system.

A method for synthesis of 1, 2 - pentanediol (by machine translation)

The invention relates to the field of organic synthetic technology, in particular to a 1, 2 - pentanediol synthetic method, comprises the following steps: (1) heating the raw material-butyraldehyde, adjusting the pH after adding the hydrocyanic acid, obtained by the reaction of 2 - hydroxy pentanonitrile; (2) taking step (1) in 2 - hydroxy pentanonitrile, adding an alcohol as a solvent to stir and mix, add water to stir and mix, hydrogen chloride gas, in 5 °C the following reaction under the condition for a period of time, to continue the reaction temperature, after the reaction product after the neutralization reaction, centrifugal separation, obtained after the distillation is 2 - hydroxy valeric acid ester compound; (3) heating the step (2) in 2 - hydroxy valeric acid ester compound, under the effects of catalyst after hydrogenation reaction to obtain the 1, 2 - pentanediol. Using the synthesis method of the invention, the 1, 2 - pentanediol yield, and reduces the production cost. (by machine translation)

Expeditious and novel synthesis of α-hydroxyesters via rhodium-NHC catalyzed arylation of ethyl glyoxalate

The rhodium-NHC catalyzed arylation reaction of ethyl glyoxalate with aryl and alkyl boronic acids provides an efficient method for the synthesis of α-hydroxyesters. A wide range of α-hydroxyesters (up to 12) were prepared in good to excellent yields. KOtBu was the base of choice, along with tert-amyl alcohol as the solvent. As far as we are aware, this is the first report of this catalytic arylation, using rhodium-NHC catalysts with this specific substrate type.