3350-55-8

Basic information

• Product Name: D-Valine, ethyl ester
• Synonyms: D-Valine, ethyl ester
• CAS NO: 3350-55-8
• Molecular Formula: C₇H₁₅NO₂
• Molecular Weight: 145.1995
• Mol File: 3350-55-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: D-Valine, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: D-Valine, ethyl ester(3350-55-8)
• EPA Substance Registry System: D-Valine, ethyl ester(3350-55-8)

Safety Data

• Hazardous Substances Data: 3350-55-8(Hazardous Substances Data)

Upstream product

• 13893-45-3 valine ethyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 17431-03-7 L-valine ethyl ester 
• 3479-71-8 Boc-D-Val-Gly-OEt 
• 143673-66-9 (R)-3-(1-methylethyl)-piperazine-2,5-one 
• 22838-58-0 Boc-D-Val-OH 
• 640-68-6 D-Val-OH 
• 501-53-1 benzyl chloroformate 
• 174136-28-8 2-Bromo-3-((2S,5R)-3,6-diethoxy-5-isopropyl-2,5-dihydro-pyrazin-2-ylmethyl)-5-methoxy-indole-1-carboxylic acid tert-butyl ester 
• 196713-99-2 tert-butyl 2-bromo-3-(((2S,5R)-3,6-diethoxy-5-isopropyl-2,5-dihydropyrazin-2-yl)methyl)-1H-indole-1-carboxylate 
• 140170-77-0 (R)-2-[Benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-3-methyl-butyric acid ethyl ester 
• 64-17-5 ethanol 
• 110117-71-0 (2R)-3,6-diethoxy-2-isopropyl-2,5-dihydropyrazine 

Downstream Products

• 640-68-6 D-Val-OH 
• 83192-66-9 (R)-2-(4-Ethoxycarbonylamino-benzenesulfonylamino)-3-methyl-butyric acid ethyl ester 
• 4276-09-9 (R)-2-amino-3-methylbutanol 

Relevant articles and documents

Ketoprofen-based ionic liquids: Synthesis and interactions with bovine serum albumin

The development of ionic liquids based on active pharmaceutical ingredients (API-ILs) is a possible solution to some of the problems of solid and/or hydrophobic drugs such as low solubility and bioavailability, polymorphism and an alternative route of administration could be suggested as compared to the classical drug. Here, we report for the first time the synthesis and detailed characterization of a series of ILs containing a cation amino acid esters and anion ketoprofen (KETO-ILs). The affinity and the binding mode of the KETO-ILs to bovine serum albumin (BSA) were assessed using fluorescence spectroscopy. All compounds bind in a distance not longer than 6.14 nm to the BSA fluorophores. The estimated binding constants (KA) are in order of 105 L mol-1, which is indicative of strong drug or IL-BSA interactions. With respect to the ketoprofen-BSA system, a stronger affinity of the ILs containing l-LeuOEt, l-ValOBu, and l-ValOEt cation towards BSA is clearly seen. Fourier transformed infrared spectroscopy experiments have shown that all studied compounds induced a rearrangement of the protein molecule upon binding, which is consistent with the suggested static mechanism of BSA fluorescence quenching and formation of complexes between BSA and the drugs. All tested compounds were safe for macrophages.

Accessing d-Valine Synthesis by Improved Variants of Bacterial Cyclohexylamine Oxidase

Chemoenzymatic deracemization was applied to prepare d-valine from racemic valine ethyl ester or l-valine ethyl ester in high yield (up to 95 %) with excellent optical purity (>99 % ee) by employing a newly evolved cyclohexylamine oxidase (CHAO) variant Y321I/M226T exhibiting catalytic efficiency that was 30 times higher than that of the wildtype CHAO. Interestingly, CHAO and its variants showed opposite enantioselectivity for valine ethyl ester and phenylalanine ethyl ester.

A Strategy Towards the Stereoselective Synthesis of 5-Hydroxylysine

A stereoselective synthesis of 5-hydroxylysine is described in which the α-stereogenic centre is generated by a Schoellkopf amino acid synthesis, and the ethanolamine structure is obtained via Sharpless aminohydroxylation from an olefin moiety. The reactions and their selectivities are studied.