O-(tert-Butyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tyrosin

Bezeichnung:O-(tert-Butyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tyrosin

CAS-Nr71989-38-3

Englisch Name:Fmoc-Tyr(tBu)-OH

CBNumberCB5854161

SummenformelC28H29NO5

Molgewicht459.53

MOL-Datei71989-38-3.mol

Synonyma

O-(tert-Butyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tyrosin

O-(tert-Butyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tyrosin physikalisch-chemischer Eigenschaften

Schmelzpunkt	~150 °C (dec.)
alpha	-28 º (c=1, DMF)
Siedepunkt	658.2±55.0 °C(Predicted)
Dichte	1.218±0.06 g/cm3(Predicted)
Brechungsindex	-30 ° (C=1, DMF)
storage temp.	Store below +30°C.
Löslichkeit	Chloroform (Slightly), DMF (Slightly), Methanol (Slightly)
pka	2.97±0.10(Predicted)
Aggregatzustand	Powder
Farbe	White
Optische Aktivität	[α]20/D 29±2°, c = 1% in DMF
BRN	4216652
InChIKey	JAUKCFULLJFBFN-VWLOTQADSA-N
SMILES	C(O)(=O)[C@H](CC1=CC=C(OC(C)(C)C)C=C1)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
CAS Datenbank	71989-38-3(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-24/25
WGK Germany	3
HS Code	2924 29 70

Gefahreninformationscode (GHS)

Fmoc-Tyr(tBu)-OH Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Chemische Eigenschaften
white to light yellow crystalline powder; insoluble in water and petroleum ether, soluble in ethyl acetate, methanol and DMF; mp is 150-151°C; specific optical rotation [α] 20D + 5.2° (0.5-2.0mg/ml, ethyl acetate ), [α]20D-27.6° (0.5-2.0 mg/ml, DMF), [α]20D-6° (0.5-2.0 mg/ml, methanol).
Verwenden
Fmoc-O-tert-butyl-L-tyrosine belongs to L-tyrosine compounds. Its molecular structure contains a chiral center, so it can exist two enantiomers and has optical activity. Fmoc-Tyr(tBu)-OH is used in peptide synthesis as amino acid protection monomer.
synthetische
To obtain Fmoc-Tyr(tBu)-OH, the following steps are carried out:
Suspend O-tert-butyl-L-tyrosine in a solution of dioxane.
Conduct an acylation reaction with fluorenyl methaneoxycarbonyl azide.
After the reaction, extract the crude product with ethyl acetate under pH 9-10 conditions.
Purify the extracted product through recrystallization.
This process results in the final product, Fmoc-Tyr(tBu)-OH.
Allgemeine Beschreibung
Fmoc-Tyr(tBu)-OH is the preferred tyrosine derivative for solid phase peptide synthesis by Fmoc protocols. Protecting the Tyr sidechain may not be essential in the synthesis of small peptides. If the phenolic functional group of tyrosine does become acylated during a coupling reaction, the subsequent treatment with piperdine to remove Fmoc-groups will also remove any acylation of the phenolic function. Using Fmoc-Tyr(tBu)-OH in peptide synthesis is more efficient, however, since none of the activated amino acids are used unproductively in acylating exposed tyrosine side-chains. The use of Fmoc-Tyr(tBu)-OH also eliminates all potential for side products arising from the acylation of the tyrosine side-chain.

Fmoc-Tyr(tBu)-OH Upstream-Materialien And Downstream Produkte

O-(tert-Butyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tyrosin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

71989-38-3, Fmoc-Tyr(tBu)-OH Verwandte Suche:

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