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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
Molecular Weight:
379.25
MDL Number:
MFCD00075445
MOL File:
94790-37-1.mol
MSDS File:
SDS
Last updated:2024-01-17 09:14:57

HBTU Properties

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)
FDA UNII X5I03TZQ8D
EPA Substance Registry System 1H-Benzotriazolium, 1-[bis(dimethylamino)methylene]-, 3-oxide, hexafluorophosphate(1-) (1:1) (94790-37-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H317-H335
Precautionary statements  P261-P264-P271-P272-P280-P302+P352
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
8-10-21
Hazard Note  Irritant
HS Code  29339980
Toxicity LD50 orally in Rabbit: > 2000 mg/kg
NFPA 704
1
2 0

HBTU price More Price(49)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.51006 HBTU 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate Novabiochem? 94790-37-1 25g $72.3 2024-03-01 Buy
Sigma-Aldrich 8.51006 HBTU 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate Novabiochem? 94790-37-1 100g $217 2024-03-01 Buy
Sigma-Aldrich 12804 HBTU ≥98.0% (T) 94790-37-1 1g $52.3 2024-03-01 Buy
Sigma-Aldrich 12804 HBTU ≥98.0% (T) 94790-37-1 5G $103 2024-03-01 Buy
Sigma-Aldrich 12804 HBTU ≥98.0% (T) 94790-37-1 25g $328 2024-03-01 Buy
Product number Packaging Price Buy
8.51006 25g $72.3 Buy
8.51006 100g $217 Buy
12804 1g $52.3 Buy
12804 5G $103 Buy
12804 25g $328 Buy

HBTU Chemical Properties,Uses,Production

Chemical Properties

white to light yellow powder

Uses

Peptide coupling reagent which suppresses racemization.

Uses

peptide coupling reagent that reduces racemization

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]

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.

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Related Qustion

View Lastest Price from HBTU manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
HBTU pictures 2023-11-01 HBTU
94790-37-1
US $0.00-0.00 / kg 0.1kg 99.0%min 2000kg Hangzhou ICH Biofarm Co., Ltd
HBTU pictures 2022-09-27 HBTU
94790-37-1
US $0.00-0.00 / KG 1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.
HBTU pictures 2021-11-27 HBTU
94790-37-1
US $40.00 / KG 100g 99.99% 5ton/Month Qiuxian Baitai New Material Co., LTD
  • HBTU pictures
  • HBTU
    94790-37-1
  • US $0.00-0.00 / kg
  • 99.0%min
  • Hangzhou ICH Biofarm Co., Ltd
  • HBTU pictures
  • HBTU
    94790-37-1
  • US $0.00-0.00 / KG
  • 98%
  • Henan Aochuang Chemical Co.,Ltd.
  • HBTU pictures
  • HBTU
    94790-37-1
  • US $40.00 / KG
  • 99.99%
  • Qiuxian Baitai New Material Co., LTD
O-(BENZOTRIAZOL-1-YL)-N-N-N ,N -TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE O-BENZOTRIAZOL-1-YL-N,N,N',N'-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE POLYMER BOUND 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% O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate≥ 99% (HPLC) O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 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 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 N,N,N',N'-TETRAMETHYL-O-(BENZOTRIAZOL-1-YL)URONIUM HEXAFLUOROPHOSPHATE O-(1H-BENZOTRIAZOL-1-YL)-1,1,3,3-TETRAMETHYL-URONIUM HEXAFLUOROPHOSPHATE HBTU, [(1H-Benzotriazol-1-yl)oxy](dimethylamino)-N,N-dimethylmethaniminium hexafluorophosphate O-(1H-Benzotriazole-1-yl)-N,N,N,N-tetD23-RAMethyluroniuM Hexafluorophosphate HBTU >=98.0% (T) HBTU For Synthesis HBTU extrapure, 98% [benzotriazol-1-yloxy(dimethylamino)methylidene]-dimethylazanium 0-benzotriazol-1-yl-n,n, n',n'-tetramethyluronium 1-[Bis(dimethylamino)methylene]-1H-benzotriazolium hexafluorophosphate(1-) 3-oxide(HBTU) HATU [ 148893-10-1 HBTU USP/EP/BP