ChemicalBook > CAS DataBase List > HBTU

HBTU

Product Name
HBTU
CAS No.
94790-37-1
Chemical Name
HBTU
Synonyms
1-[Bis(dimethylamino)methylene]-1H-benzotriazolium hexafluorophosphate(1-) 3-oxide;O-benzotriazol-l-yl-tetramethyluroniumhexafluorophosphate;O-BENZOTRIAZOL-1-YL-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE;O-(BENZOTRIAZOL-1-YL)-N,N,N',N'-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE;2-(1H-BENZOTRIAZOLE-1-YL)-1,1,3,3-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE;O-(1H-BENZOTRIAZOL-1-YL)-N,N,N',N'-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE;HBTU;-1-yL;HBTU,99%;HBTU 25 G
CBNumber
CB1138465
Molecular Formula
C11H16F6N5OP
Formula Weight
379.25
MOL File
94790-37-1.mol
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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)
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)
EPA Substance Registry System
1H-Benzotriazolium, 1-[bis(dimethylamino)methylene]-, 3-oxide, hexafluorophosphate(1-) (1:1) (94790-37-1)
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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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.51006
Product name
HBTU
Purity
2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate Novabiochem?
Packaging
25g
Price
$72.3
Updated
2024/03/01
Sigma-Aldrich
Product number
8.51006
Product name
HBTU
Purity
2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate Novabiochem?
Packaging
100g
Price
$217
Updated
2024/03/01
Sigma-Aldrich
Product number
12804
Product name
HBTU
Purity
≥98.0% (T)
Packaging
1g
Price
$52.3
Updated
2024/03/01
Sigma-Aldrich
Product number
12804
Product name
HBTU
Purity
≥98.0% (T)
Packaging
5G
Price
$103
Updated
2024/03/01
Sigma-Aldrich
Product number
12804
Product name
HBTU
Purity
≥98.0% (T)
Packaging
25g
Price
$328
Updated
2024/03/01
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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.

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.

HBTU Preparation Products And Raw materials

Raw materials

Preparation Products

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HBTU Suppliers

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View Lastest Price from HBTU manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Hbtu 94790-37-1
Price
US $75.00-20.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-29
airuikechemical co., ltd.
Product
hbtu 94790-37-1
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
99.9%
Supply Ability
200tons
Release date
2024-04-08
Hangzhou ICH Biofarm Co., Ltd
Product
HBTU 94790-37-1
Price
US $0.00-0.00/kg
Min. Order
0.1kg
Purity
99.0%min
Supply Ability
2000kg
Release date
2023-06-09

94790-37-1, HBTURelated Search:

2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate HOAt 1-Hydroxybenzotriazole HATU Hexafluorophosphoric acid Potassium hexafluorophosphate 5-Methyl-1H-benzotriazole Tolyltriazole Lithium hexafluorophosphate Sodium hexafluorophosphate 1H-Benzotriazole 2-(7-Azabenzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate 3-Hydroxy-1,2,3-benzotriazin-4(3H)-one 1-Hydroxybenzotriazole hydrate Ammonium hexafluorophosphate 5-Chloro-1-[bis(dimethylamino)methylene]-1H-benzotriazolium 3-oxide hexafluorophosphate (Benzotriazol-1-yloxy)dipyrrolidinocarbenium hexafluorophosphate HBTU

  • O-(1H-BENZOTRIAZOL-1-YL)-N,N,N',N'-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE
  • O-(BENZOTRIAZOL-1-YL)-N,N,N',N'-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE
  • O-(BENZOTRIAZOL-1-YL)-N-N-N ,N -TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE
  • O-BENZOTRIAZOL-1-YL-N,N,N',N'-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE POLYMER BOUND
  • O-BENZOTRIAZOL-1-YL-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE
  • O-BENZOTRIAZOLE-1-YL-N,N,N',N'-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE
  • O-BENZOTRIAZOLE-N,N,N',N'-TETRAMETHYL-URONIUM
  • O-BENZOTRIAZOLE-N,N,N',N'-TETRAMETHYL-URONIUM-HEXAFLUORO-PHOSPHATE
  • O-BENZOTRIAZOLE-N,N,N',N'-TETRAMTHYL-URONIUM-HEXAFLUORO-PHOSPHATE
  • N-[(1-H-BENZOTRIAZOL-1-YL)(DIMETHYLAMINO)METHYLENE]-N-METHYLMETHANAMINIUM HEXAFLUOROPHOSPHATE N-OXIDE
  • O-(1H-benzotriazol-1-y1)-N,N,N'N'-tetramethyluronium Hexafluorophosphate(HBTU)
  • O-BENZOTRIAZOL-1-YL-TETRAMETHYLURONIUM (HBTU )
  • HBTU (O-(BENZOTRIAZOL-1-YL)-N,N,N'',N''-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE)
  • O-(Benzotriazole-N,N,N'',N''-tetramethyluronium hexafluorophosphate (HBTU)
  • O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium Hexafluorophosphate [Coupling Reagent for Peptide]
  • benzotriazolyl tetramethyluronium fluorophosphate
  • HBTU, N,N,Nμ,Nμ-Tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate
  • (Benzotriazol-1-yloxy-dimethylaminomethylidene)-dimethylazanium hexafluorophosphate
  • O-Benzotriazolyl-N,N,N',N'-tetramethyluronium hexafluorophosphate
  • o-Benzotriazole-N,N,N',N'-tetramethyl-uronium-hexafluorophosphate ,99%
  • HBTU (o-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexaflu
  • HBTU,2 bottles kit, 0.1M in HOBT/DMF (0.5M HOBT in DMF)
  • HBTU,99%
  • 1-[Bis(dimethylamino)methylene]-1H-benzotriazolium hexafluorophosphate(1-) 3-oxide
  • O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate≥ 99% (HPLC)
  • <i>O</i>-(Benzotriazol-1-yl)-<i>N</i>,<i>N</i>,<i>N</i>',<i>N</i>'-tetramethyluronium hexafluorophosphate
  • HBTU [Coupling Reagent for Peptide]
  • O-BENZOTRIAZOL-1-YL-N,N,N',N'-TETR
  • O-benzotriazol-1-yl-tetramethyluronium hexafluorophosphate (HBTU)
  • O-（1H-Benzotriazole-1-yl）-N,N,N,N-tetramethyluronium Hexafluorophosphate
  • 1-Hydroxy Benzotriazole (HBTU)
  • [(1H-1,2,3-benzotriazol-1-yloxy)(dimethylamino)methylidene]dimethylazanium
  • 1-(bis(dimethylamino)methylene)-1H-benzo[d][1,2,3]triazole-1-ium 3-oxide hexafluorophosphate(V)
  • BENZOTRIAZOL-1-YL-N,N,N',N'-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE
  • HBTU
  • HBTU POLYMER BOUND
  • HBTU-REAGENT
  • HEXAFLUOROPHOSPHATE HBTU
  • 2-(1H-BENZOTRIAZOL-1-YL)-1,1,3,3-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE
  • 2-(1H-BENZOTRIAZOL-1-YL)-1,1,3,3-TETRAMETHYLURONOIUM HEXAFLUORPHOSPHATE
  • 2-(1H-BENZOTRIAZOLE-1-YL)-1,1,3,3-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE
  • 1-[BIS(DIMETHYLAMINO)METHYLENE]-1H-BENZOTRIAZOLIUM 3-OXIDE HEXAFLUOROPHOSPHATE
  • O-(1H-Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexaflorophosphate
  • HBTU [O-BENZOTRIAZOLE-N,N,N',N'-TETRAMETHYL-URONIUM-HEXAFLUORO-PHOSPHATE]
  • O-Benzotriazol-1-yl-tetramethyluronium
  • 2-(1H-BENZOTRIAZOLE-1-YL)-1,1,3,3-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE (HBTU)
  • HBTU, 3 bottles, 0.1M in HOBT/DMF (0.45M HOBT in DMF)1:1
  • 1H-Benzotriazolium, 1-bis(dimethylamino)methylene-, hexafluorophosphate(1-), 3-oxide
  • 2-(1H-BENZOTRIAZOL-1-YL)-1,1,3,3-TETRAMETHYLURONIUMHEXAFLUOROPHOSPHATE(HBTU)
  • ORTHOBENZOTRIAZOLE1YLNNNNTETRAMETHYLURONIUMHEXAFLUOROPHOSPHATE
  • HBTU [O-Benzotriazole-N
  • N'-tetraMethyl-uroniuM-hexafluoro-phosphate]
  • HBTU (o-(Benzotriazol-1-yl)-N,N,Nzzhlxy,Nzzhlxy-tetramethyluronium hexafluorophosphate)
  • HBTU 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetraMethyluroniuM hexafluorophosphate
  • O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate,N,N,N′,N′-Tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate, HBTU
  • O-Benzotriazole-N,N
  • HBTU N,N,N',N'-Tetramethyl-O-(benzotriazol-1-yl)uronium Hexafluorophosphate
  • N,N,N',N'-TETRAMETHYL-O-(1H-BENZOTRIAZOL-1-YL)URONIUM HEXAFLUOROPHOSPHATE