(S)-Ethyl-2-hydroxypentanoate

Base Information

• Chemical Name: (S)-Ethyl-2-hydroxypentanoate
• CAS No.: 88945-70-4
• Molecular Formula: C7H14O3
• Molecular Weight: 146.186
• Mol file: 88945-70-4.mol

Synonyms:(S)-Ethyl-2-hydroxypentanoate

Chemical Property of (S)-Ethyl-2-hydroxypentanoate

Chemical Property:

• PSA: 46.53000
• LogP: 0.71050

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-Ethyl-2-hydroxypentanoate

There total 14 articles about (S)-Ethyl-2-hydroxypentanoate 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: 47.0%

ethyl 2-hydroxy-n-valerate (88945-70-4,115626-59-0,126372-01-8,6938-26-7) + 2,2-diphenylacetic acid (117-34-0) → ethyl (R)-2-(diphenylacetyloxy)pentanoate (1208982-46-0) + ethyl (2S)-2-hydroxypentanoate (115626-59-0) + (S)-ethyl 2-hydroxypentanoate (88945-70-4)

Guidance literature:

With (R)-(+)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; 2,2-dimethylpropanoic anhydride; N-ethyl-N,N-diisopropylamine; In diethyl ether; at 20 ℃; for 12h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Resolution of racemate;

DOI:10.1002/chem.200902257

upstream raw materials:

ethanol

2-hydroxyvaleric acid

hydrogen cyanide

butyraldehyde

Downstream raw materials:

(S)-(-)-1,2-pentanediol

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

2-hydroxy-valeric acid anilide

ethyl (R)-2-(diphenylacetyloxy)pentanoate

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.