Ethyl 2-hydroxyvalerate

Base Information

• Chemical Name: Ethyl 2-hydroxyvalerate
• CAS No.: 6938-26-7
• Molecular Formula: C₇H₁₄O₃
• Molecular Weight: 146.186
• Hs Code.: 29181990
• European Community (EC) Number: 230-066-8
• NSC Number: 53939
• DSSTox Substance ID: DTXSID80936595
• Nikkaji Number: J46.523B
• Mol file: 6938-26-7.mol

Synonyms:Ethyl 2-hydroxyvalerate;Ethyl 2-hydroxypentanoate;6938-26-7;Pentanoic acid, 2-hydroxy-, ethyl ester;DL-alpha-Hydroxyvaleric acid ethyl ester;EINECS 230-066-8;ethyl2-hydroxypentanate;DL-ALPHA-HYDROXYVALERICACIDETHYLESTER;Ethyl 2-hydroxypentanoate #;SCHEMBL820658;MQGTZMCASHTGBJ-UHFFFAOYSA-;DTXSID80936595;2-Hydroxyvaleric Acid Ethyl Ester;dl-Ethyl-.alpha.-hydroxy valerate;NSC53939;2-Hydroxypentanoic Acid Ethyl Ester;MFCD00042730;NSC 53939;NSC-53939;Ethyl 2-hydroxyvalerate, >=97.0%;AKOS009157587;Pentanoic acid,2-hydroxy-,ethyl ester;RS-1023;SB84422;CS-0331336;E0644;FT-0727062;D90546

Chemical Property of Ethyl 2-hydroxyvalerate

Chemical Property:

• Vapor Pressure: 1.51E-08mmHg at 25°C
• Refractive Index: n20/D 1.421
• Boiling Point: 189.4 °C at 760 mmHg
• Flash Point: 71 °C
• Density: 1.005 g/cm³
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 146.094294304
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

98% ^*data from raw suppliers

Ethyl2-Hydroxypentanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC(C(=O)OCC)O
• Uses: Ethyl 2-Hydroxypentanoate is an intermediate used to prepare 6-(2,4-diaminopyrimidinyl)-1,4-benzoxazin-3-ones as small molecule renin inhibitors.

Technology Process of Ethyl 2-hydroxyvalerate

There total 13 articles about Ethyl 2-hydroxyvalerate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.6%

1-Cyanobutanol (5699-72-9) + ethanol (64-17-5) → ethyl 2-hydroxy-n-valerate (88945-70-4,115626-59-0,126372-01-8,6938-26-7)

Guidance literature:

With hydrogenchloride; In water; at 5 - 72 ℃; for 14h; Temperature;

Reference yield: 69.0%

ethyl 2-oxovalerate (50461-74-0) → ethyl 2-hydroxy-n-valerate (88945-70-4,115626-59-0,126372-01-8,6938-26-7)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/jo00167a036

Reference yield: 42.0%

ethyl 2-oxovalerate (50461-74-0) + Propargylamine (2450-71-7) → ethyl 2-hydroxy-n-valerate (88945-70-4,115626-59-0,126372-01-8,6938-26-7) + ethyl (R)-2-(propargylamino)valerate

Guidance literature:

With D-glucose; CDX-901 glucose dehydrogenase; diverse metagenomic imine reductase-271; NADPH; In aq. phosphate buffer; dimethyl sulfoxide; at 30 ℃; for 20h; pH=7.5; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/anie.202016589

upstream raw materials:

ethanol

2-hydroxyvaleric acid

hydrogen cyanide

butyraldehyde

Downstream raw materials:

2-hydroxy-valeric acid anilide

3-phenyl-5-propyl-oxazolidine-2,4-dione

2-fluoropentanoic acid

ethyl 2-fluoropentanoate

Refernces

• 1、 -. "SARTAN ANALOGUE". . . Retrieved 2019/07/23.
• 2、 Marques, Carolina S.,Burke, Anthony J.. "Enantioselective catalytic synthesis of ethyl mandelate derivatives using Rh(I)-NHC catalysts and organoboron reagents". . p. 628 - 632. Retrieved 2013/07/19.