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HBTU

CAS No.94790-37-1
Chemical Name:HBTU
CBNumber:CB1138465
Molecular Formula:C11H16F6N5OP
Formula Weight:379.25
MOL File:94790-37-1.mol

HBTU Property

Melting point 200 °C (dec.)(lit.)
Flash point 200°C
storage temp. Store at +2°C to +8°C.
solubility acetonitrile: 0.1 g/mL, clear
form Powder
color White to Off-White
PH 4.1 (1.6g/l, H2O)
Water Solubility 1.6g/L
Decomposition 200 ºC
BRN 7328329
Stability 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 DataBase Reference 94790-37-1(CAS DataBase Reference)
FDA UNII X5I03TZQ8D
EPA Substance Registry System 1H-Benzotriazolium, 1-[bis(dimethylamino)methylene]-, 3-oxide, hexafluorophosphate(1-) (1:1) (94790-37-1)
UNSPSC Code 12352107
NACRES NA.22

Safety

Hazard Codes :Xi,Xn
Risk Statements :36/37/38-20/21/22-42/43
Safety Statements :26-36/37/39-36-22
WGK Germany :3
F :8-10-21
Hazard Note :Irritant
HS Code :29339980
Toxicity :LD50 orally in Rabbit: > 2000 mg/kg

NFPA 704:

	1
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H317-H335
Precautionary statements P261-P264-P271-P272-P280-P302+P352

HBTU Price More Price(22)

Brand: Sigma-Aldrich(India)
Product number: 8.51006
Product name : HBTU
Purity: 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate Novabiochem?
Packaging: 25G
Price: ₹4979.99
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 8.51006
Product name : HBTU
Purity: 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate Novabiochem?
Packaging: 100G
Price: ₹11940
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 8.51006
Product name : HBTU
Purity: 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate Novabiochem?
Packaging: 1KG
Price: ₹26610.01
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 8.51006
Product name : HBTU
Purity: 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate Novabiochem?
Packaging: 8510062500
Price: ₹66710
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 12804
Product name : HBTU
Purity: ≥98.0% (T)
Packaging: 1G
Price: ₹2381.5
Updated: 2022/06/14
Buy: Buy

HBTU Chemical Properties,Usage,Production

Chemical Properties white to light yellow powder
Uses HBTU is a coupling reagent used in peptide synthesis. HBTU has been shown to effectively suppress racemization.
reaction suitability reaction type: Coupling Reactions
Biological Activity 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]
Synthesis 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]
Purification Methods 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.]
References [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.