HBTU

Bezeichnung:HBTU

CAS-Nr94790-37-1

Englisch Name:HBTU

CBNumberCB1138465

SummenformelC11H16F6N5OP

Molgewicht379.25

MOL-Datei94790-37-1.mol

HBTU physikalisch-chemischer Eigenschaften

Schmelzpunkt	200 °C (dec.)(lit.)
Flammpunkt	200°C
storage temp.	Store at +2°C to +8°C.
Löslichkeit	acetonitrile: 0.1 g/mL, clear
Aggregatzustand	Powder
Farbe	White to Off-White
PH	4.1 (1.6g/l, H2O)
Decomposition	200 ºC
BRN	7328329
Stabilität	Stable. Incompatible with oxidizing agents.
InChI	InChI=1S/C11H16N5O.F6P/c1-13(2)11(14(3)4)15-9-7-5-6-8-10(9)16(17)12-15;1-7(2,3,4,5)6/h5-8H,1-4H3;/q+1;-1
InChIKey	UQYZFNUUOSSNKT-UHFFFAOYSA-N
SMILES	[P+5]([F-])([F-])([F-])([F-])([F-])[F-].C(=[N+]1/N=N(=O)C2=CC=CC=C/12)(\N(C)C)/N(C)C
CAS Datenbank	94790-37-1(CAS DataBase Reference)
EPA chemische Informationen	1H-Benzotriazolium, 1-[bis(dimethylamino)methylene]-, 3-oxide, hexafluorophosphate(1-) (1:1) (94790-37-1)

Sicherheit

Kennzeichnung gefährlicher	Xi,Xn
R-Sätze:	36/37/38-20/21/22-42/43
S-Sätze:	26-36/37/39-36-22
WGK Germany	3
F	8-10-21
Hazard Note	Irritant
HS Code	29339980
Toxizität	LD50 orally in Rabbit: > 2000 mg/kg

Gefahreninformationscode (GHS)

HBTU Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
white to light yellow powder
Verwenden
HBTU is a coupling reagent used in peptide synthesis. HBTU has been shown to effectively suppress racemization.
Biologische Aktivität
hbtu (2-(1h-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexauorophosphate), a coupling reagent commonly used in solid phase peptide synthesis. after being introduced in 1978, this agent shows popularity in chemistry and industry use due to its mild activating properties. moreover, it also shows resistance against racemization. low tendency for racemization is a key requirement for peptide synthesis. especially for solid phase peptide synthesis, quantitative yields with short reaction times are crucial in order to make the synthesis of large peptides feasible. [1]
Synthese
HBTU is synthesized by reaction of HOBt with TCFH under basic conditions.
in vitro
peptide synthesis relied mostly on efficient and safe coupling reagents. hbtu was proved to transform carboxylic acids into azides efficiently and practically. the process might be applied to a wide range of carboxylic acids including n-protected amino acids. in addition, hbtu was of great value in one-pot synthesis of dipeptidyl urea esters, ureas, and carbamates from acids. the advantages of hbtu included the following points: 1) non-explosive and therefore more suitable for solution/solid phase peptide synthesis. 2) high solubility and stability in classical solvents. 3) feasible for colorimetric reaction monitoring. [2]
läuterung methode
Wash the salt with H2O (3x), CH2Cl2 (3x), dry and recrystallise it from MeCN. Dry it in a vacuum and store it cold in the dark [Dourtoglou et al. Tetrahedron Lett 1269 1978, NMR: Dourtoglou and Gross Synthesis 572 1984]. Benzoxazolinone (2 -hydroxybenzoxazole) [59 -49 -4] M 135.1, m 137 -139o, 142 -143o(corrected), b 121-213o/17mm, 335-337o/760mm. Benzoxazolinone is purified by recrystallisation from aqueous Me2CO followed by distillation at atmospheric pressure, then in a vacuum. The methyl mercury salt recrystallises from aqueous EtOH and has m 156-158o. [Bywater et al. J Am Chem Soc 67 905 1945, Beilstein 27 III/IV 2677.]
Einzelnachweise
[1]adam s. hbtu: a mild activating ageiw of muramic acid. bioorg med chem lett. 1992 mar; 2(6): 571-4.
[2]knorr r, trzeciak a, bannwarth w and gillessen d. new coupling reagents in peptide chemistry. tetrahedron lett. 1989; 30(15): 1927-30.

HBTU Upstream-Materialien And Downstream Produkte

HBTU Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

94790-37-1, HBTU Verwandte Suche:

Send Inquriy