N-Acetylvalin

Bezeichnung:N-Acetylvalin

CAS-Nr96-81-1

Englisch Name:N-Acetyl-L-valine

CBNumberCB5716614

SummenformelC7H13NO3

Molgewicht159.18

MOL-Datei96-81-1.mol

Synonyma

N-Acetylvalin

N-Acetylvalin physikalisch-chemischer Eigenschaften

Schmelzpunkt	163-167℃
alpha	[α]D20 -16～-20゜ (c=5, C2H5OH)
Siedepunkt	362.2±25.0 °C(Predicted)
Dichte	1.094±0.06 g/cm3(Predicted)
storage temp.	Sealed in dry,Store in freezer, under -20°C
Löslichkeit	soluble in Methanol
pka	3.62±0.10(Predicted)
Aggregatzustand	Crystalline Powder
Farbe	White
Optische Rotation	-18° (C=0.01 g/ml, H2O)
Major Application	peptide synthesis
InChI	InChI=1S/C7H13NO3/c1-4(2)6(7(10)11)8-5(3)9/h4,6H,1-3H3,(H,8,9)(H,10,11)/t6-/m0/s1
InChIKey	IHYJTAOFMMMOPX-LURJTMIESA-N
SMILES	C(O)(=O)[C@H](C(C)C)NC(C)=O
CAS Datenbank	96-81-1(CAS DataBase Reference)
NIST chemische Informationen	L-valine, n-acetyl-(96-81-1)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36-43
S-Sätze:	26-36/37
WGK Germany	3
HS Code	2922498590
Speicherklasse	11 - Combustible Solids

Gefahreninformationscode (GHS)

N-Acetyl-L-valine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36:Reizt die Augen.
R43:Sensibilisierung durch Hautkontakt möglich.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
Chemische Eigenschaften
White crystalline powder
Verwenden
Ac-Val-OH may be employed as a ligand for the meta-selective tert-alkylation reaction.
Definition
ChEBI: An L-valine derivative in which one of the amino hydrogens of L-valine has been replaced by an acetyl group.
Allgemeine Beschreibung
Ac-Val-OH is an N-protected valine amino acid ligand. It participates in the 2,6-diolefination reaction of phenylacetic acids.
Synthese

72-18-4

108-24-7

96-81-1

The general procedure for the synthesis of N-acetyl-L-valine from L-valine and acetic anhydride was as follows: L-valine (200 g, 1.7 mol) was dissolved in distilled water (500 mL), followed by the addition of 30% sodium hydroxide solution (170 mL). After cooling the reaction mixture to 0-5°C, acetic anhydride (32 mL, 1.4 eq.) was added slowly and dropwise. This was repeated six times (total acetic anhydride: 6 x 32 mL; 30% sodium hydroxide solution: 6 x 34 mL) by alternating dropwise additions of 30% sodium hydroxide solution (34 mL) and acetic anhydride (32 mL) while maintaining the temperature at 0-5°C. After the addition was completed, the reaction mixture continued to be stirred at 0°C for 2 hours. Subsequently, 32% hydrochloric acid (380 mL) was slowly added to adjust the pH to below 3 while maintaining the reaction temperature at 0°C. The resulting slurry was allowed to crystallize for 12 h. The solid product was collected by filtration and the filter cake was washed with 0.1 N hydrochloric acid (100 mL). Finally, the wet N-acetyl-L-valine was dried to give 233 g of white crystalline solid in 86% yield.
IC 50
Human Endogenous Metabolite
Einzelnachweise
[1] New Journal of Chemistry, 2002, vol. 26, # 7, p. 834 - 843
[2] Synthetic Communications, 1992, vol. 22, # 2, p. 257 - 264
[3] Patent: WO2005/40097, 2005, A1. Location in patent: Page/Page column 9
[4] Journal of the American Chemical Society, 2011, vol. 133, # 43, p. 17176 - 17179
[5] Journal of the American Chemical Society, 1956, vol. 78, p. 4636,4642

N-Acetyl-L-valine Upstream-Materialien And Downstream Produkte

N-Acetylvalin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

96-81-1, N-Acetyl-L-valine Verwandte Suche:

Send Inquriy