84000-11-3

Basic information

• Product Name: Fmoc-N-methyl-L-valine
• Synonyms: FMOC-MEVAL-OH;FMOC-N-ALPHA-METHYL-L-VALINE;FMOC-N-ME-VALINE;FMOC-N-ME-VAL-OH;FMOC-N-METHYL-L-VALINE;FMOC-N-ME-L-VAL-OH;FMOC-L-MEVAL-OH;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-ALPHA-METHYL-L-VALINE
• CAS NO: 84000-11-3
• Molecular Formula: C₂₁H₂₃NO₄
• Molecular Weight: 353.41
• Product Categories: Amino Acids;Valine [Val, V];N-Methyl Amino Acids;Fmoc-Amino acid series
• Mol File: 84000-11-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 187-190 °C
• Boiling Point: 527.6 °C at 760 mmHg
• Flash Point: 272.9 °C
• Appearance: White/Powder
• Density: 1.214 g/cm³
• Vapor Pressure: 5.83E-12mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: 2-8°C
• PKA: 3.92±0.10(Predicted)
• Water Solubility: Slightly soluble in water and dimethyl formamide.
• BRN: 4560212
• CAS DataBase Reference: Fmoc-N-methyl-L-valine(CAS DataBase Reference)
• NIST Chemistry Reference: Fmoc-N-methyl-L-valine(84000-11-3)
• EPA Substance Registry System: Fmoc-N-methyl-L-valine(84000-11-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 84000-11-3(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white powder

Uses

N-Fmoc-N-methyl-L-valine is used as enzyme substrates and reagents, culture media additives, dyes, stains and indicators. It is also involved in the preparation of N-methylated peptides.

InChI:InChI=1/C21H23NO4/c1-13(2)19(20(23)24)22(3)21(25)26-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,13,18-19H,12H2,1-3H3,(H,23,24)/t19-/m0/s1

Upstream product

• 1220527-59-2 N-Fmoc-N-methyl-L-valine benzhydryl ester 
• 68858-20-8 Fmoc-Val-OH 
• 1208119-51-0 N-methyl-N-nosyl-L-valine phenacyl ester 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 186581-53-3 diazomethane 
• 270073-00-2 3-methyl-2-(4-nitrophenylsulphonamido)butanoic acid 
• 67-56-1 methanol 
• 72-18-4 L-valine 
• 84000-01-1 9H-fluoren-9-ylmethyl (S)-4-isopropyl-5-oxo-1,3-oxazolidine-3-carboxylate 

Downstream Products

• 1380421-53-3 C₄₃H₆₅N₉O₁₁S 
• 474645-25-5 tert-butyl (5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oate 
• 1579990-03-6 C₅₉H₉₂N₈O₁₁ 
• 1610523-60-8 HO-Leu-N-Me-Val-D-Leu-D-Phe-3,3-diphenyl-D-Ala-NH₂ 
• 1610523-72-2 HO-Leu-N-Me-Val-D-Leu-D-3-(2-pyridyl)Ala-3,3-diphenyl-D-Ala-NH₂ 
• 1610523-73-3 HO-Leu-N-Me-Val-D-Leu-D-3-(3-pyridyl)Ala-3,3-diphenyl-D-Ala-NH₂ 

Relevant articles and documents

A total synthesis of a highly N-methylated cyclodepsipeptide [2S,3S-Hmp]-aureobasidin L using solid-phase methods

[2S,3S-Hmp]-Aureobasidin L 2 has been successfully synthesised through a combination of solution- and solid-phase peptide synthesis. All of the Fmoc-protected residues including a depsidipeptide, Fmoc-MeVal-Hmp-OH, were prepared in solution phase. Chain e

An efficient preparation of N-Methyl-α-amino acids from N-Nosyl-α-amino acid phenacyl esters

Chemical Equation Presented In this paper we describe a simple and efficient solution-phase synthesis of N-methyl-TV-nosyl-α-amino acids and N-Fmoc-N-methyl-α-amino acids. This represents a very important application in peptide synthesis to obtain N-methylated peptides in both solution and solid phase. The developed methodology involves the use of N-nosyl-α-amino acids with the carboxyl function protected as a phenacyl ester and the methylating reagent diazomethane. An important aspect of this synthetic strategy is the possibility to selectively deprotect the carboxyl function or alternatively both amino and carboxyl moieties by using the same reagent with a different molar excess and under mild conditions. Furthermore, the adopted procedure keeps unchanged the acid-sensitive side chain protecting groups used in Fmoc-based synthetic strategies.

Solid-phase synthesis of N-nosyl- and N-Fmoc-N-methyl-α-amino acids

(Chemical Equation Presented) We report here a convenient and simple solid-phase synthesis of N-nosyl-N-methyl-α-amino acids and N-Fmoc-N-methyl-α-amino acids, important building blocks for the synthesis of conformationally restricted and protease-resista