1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-diMethylethyl)-1H-1,2,3-triazol-4-yl]Methyl]aMino]Methyl]-

Product Name: 1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-diMethylethyl)-1H-1,2,3-triazol-4-yl]Methyl]aMino]Methyl]-
CAS No.: 1334179-85-9
Chemical Name: 1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-diMethylethyl)-1H-1,2,3-triazol-4-yl]Methyl]aMino]Methyl]-
Synonyms: BTTAA;BTTP (CCT-1414);BTTAA (CCT-1236);inhibit,Inhibitor,BTTAA;(4-{[Bis-(1-tert-butyl-1H-[1,2,3]triazol-4-ylmethyl)-amino]-methyl}-[1,2,3]triazol-1-yl)-acetic acid;2-(4-((Bis(2,2-dimethyl-1-(1H-1,2,3-triazol-4-yl)propyl)amino)methyl)-1H-1,2,3-triazol-1-yl)aceticacid;2-(4-((bis((1-(tert-butyl)-1H-1,2,3-triazol-4-yl)methyl)amino)methyl)-1H-1,2,3-triazol-1-yl)acetic acid;1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-diMethylethyl)-1H-1,2,3-triazol-4-yl]Methyl]aMino]Methyl]-;(4-((Bis((1-(2-methyl-2-propyl)-1H-1,2,3-triazol-4-yl)methyl)amino)methyl)-1H-1,2,3-triazol-1-yl)acetic acid;{4-[(Bis{[1-(2-methyl-2-propanyl)-1H-1,2,3-triazol-4-yl]methyl}amino)methyl]-1H-1,2,3-triazol-1-yl}acetic acid
CBNumber: CB72730768
Molecular Formula: C19H30N10O2
Formula Weight: 430.51
MOL File: 1334179-85-9.mol

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1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-diMethylethyl)-1H-1,2,3-triazol-4-yl]Methyl]aMino]Methyl]- Property

Boiling point:: 620.7±65.0 °C(Predicted)
Density: 1.32±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: Soluble in DMSO, DMF, MeOH
pka: 3.33±0.10(Predicted)
form: Solid
color: White to off-white
Appearance: Light gray solid
InChI: InChI=1S/C19H30N10O2/c1-18(2,3)28-11-15(21-24-28)8-26(7-14-10-27(23-20-14)13-17(30)31)9-16-12-29(25-22-16)19(4,5)6/h10-12H,7-9,13H2,1-6H3,(H,30,31)
InChIKey: MGQYHUDOWOGSQI-UHFFFAOYSA-N
SMILES: N1(CC(O)=O)C=C(CN(CC2=CN(C(C)(C)C)N=N2)CC2=CN(C(C)(C)C)N=N2)N=N1

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Safety

WGK Germany: WGK 3
Storage Class: 5.2 - Organic peroxides and self-reacting hazardous materials
Hazard Classifications: Self-react. C

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H242Heating may cause a fire

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P234Keep only in original container.

P235Keep cool.

P240Ground/bond container and receiving equipment.

P370+P378In case of fire: Use … for extinction.

P403Store in a well-ventilated place.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 906328
Product name: BTTAA
Purity: ≥95%
Packaging: 100mg
Price: $263
Updated: 2025/07/31

Sigma-Aldrich

Product number: 906328
Product name: BTTAA
Purity: ≥95%
Packaging: 500mg
Price: $937
Updated: 2025/07/31

Chem-Impex

Product number: 35127
Product name: BTTAA
Purity: ≥ 95% (HPLC)
Packaging: 25MG
Price: $90
Updated: 2021/12/16

Chem-Impex

Product number: 35128
Product name: BTTP,98%(HPLC)
Purity: 98%(HPLC)
Packaging: 25MG
Price: $95.76
Updated: 2021/12/16

Chem-Impex

Product number: 35128
Product name: BTTP
Purity: ≥ 95% (HPLC)
Packaging: 100MG
Price: $145
Updated: 2021/12/16

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1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-diMethylethyl)-1H-1,2,3-triazol-4-yl]Methyl]aMino]Methyl]- Chemical Properties,Usage,Production

Description

BTTP is a newest generation, accelerating ligand for CuAAC that provides much greater rate enhancement compared to previous generation ligands (e.g. THPTA or TBTA). More importantly, it minimizes perturbations to the physiological state of the cells or organisms probed and allows for effective bioconjugation with suppressed cell cytotoxicity by further lowering copper loading in the catalyst formulation. Nature Communications. 5: 4981(2014) Chem Asian J., 6(10), 2796-802(2011)

Uses

BTTAA is a next-generation, water-soluble ligand for the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) that dramatically accelerates reaction rates and suppresses cell cytotoxicity. The biocompatibility and fast kinetics of BTTAA are advancements from water-insoluble TBTA and are desirable for bio conjugation in diverse chemical biology experiments.

reaction suitability

reaction type: click chemistry

Synthesis

18523-48-3

1257633-68-3

1334179-85-9

To a 20 mL screw cap vial equipped with a stirrer was added N,N-bis((1-(tert-butyl)-1H-1,2,3-triazol-4-yl)methyl)prop-2-yn-1-amine (109 mg, 0.33 mmol, 1.0 eq.) and azidoacetic acid (50 mg, 0.50 mmol, 1.5 eq.) in 3 mL tetrahydrofuran (THF). N,N'-diisopropylethylamine (68 mg, 0.53 mmol, 1.6 equiv) and tris(triphenylphosphine)copper(I) bromide (31 mg, 0.033 mmol, 10 mol%) were subsequently added to the mixture. The reaction mixture was sealed and stirred vigorously at 60°C overnight. Upon completion of the reaction, 2 mL of water and about 0.2 g of CupriSorb were added to the mixture and stirring was continued for 30 minutes before filtration. The filtrate was concentrated under reduced pressure and the resulting crude product was purified by fast column chromatography (25 g silica gel, eluent 40% methanol/ethyl acetate solution containing 1% acetic acid, Rf = 0.2, KMnO4 color development) to give 109 mg of the target product (76% yield) as a white solid.1H NMR (300 MHz, D2O) δ 8.22 (s, 2H), 8.14 (s 1H), 5.10 (s, 2H), 4.72 (s, 2H), 4.39 (s, 4H), 1.66 (s, 18H).

References

[1] Patent: US2013/295019, 2013, A1. Location in patent: Paragraph 0073; 0074
[2] Angewandte Chemie - International Edition, 2011, vol. 50, # 35, p. 8051 - 8056

1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-diMethylethyl)-1H-1,2,3-triazol-4-yl]Methyl]aMino]Methyl]- Preparation Products And Raw materials

Raw materials

Preparation Products

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1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-diMethylethyl)-1H-1,2,3-triazol-4-yl]Methyl]aMino]Methyl]- Suppliers

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View Lastest Price from 1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-diMethylethyl)-1H-1,2,3-triazol-4-yl]Methyl]aMino]Methyl]- manufacturers

Xian confluore Biological Technology Co., Ltd.

Product: BTTAA 1334179-85-9
Price: US $0.00/mg
Min. Order: 100mg
Purity: >95.00%
Supply Ability: 100mg
Release date: 2024-03-22

1334179-85-9, 1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-diMethylethyl)-1H-1,2,3-triazol-4-yl]Methyl]aMino]Methyl]-Related Search:

TBTA Tris(3-hydroxypropyltriazolylMethyl)aMine 95% 3-(4-((bis(1-tert-butyl-1H-1,2,3-triazol-4-yl)methyl)amino)methyl)-1H-1,2,3-triazol-1-yl)-propanol hydrogen sulfate

1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-diMethylethyl)-1H-1,2,3-triazol-4-yl]Methyl]aMino]Methyl]-

(4-{[Bis-(1-tert-butyl-1H-[1,2,3]triazol-4-ylmethyl)-amino]-methyl}-[1,2,3]triazol-1-yl)-acetic acid

BTTAA

(4-{[Bis-(1-tert-butyl-1H-[1,2,3]triazol-4-ylmethyl)-amino]-methyl}-[1,2,3]triazol-1-yl)-acetic acid (other name: BTTAA)

{4-[(Bis{[1-(2-methyl-2-propanyl)-1H-1,2,3-triazol-4-yl]methyl}amino)methyl]-1H-1,2,3-triazol-1-yl}acetic acid

2-(4-((bis((1-(tert-butyl)-1H-1,2,3-triazol-4-yl)methyl)amino)methyl)-1H-1,2,3-triazol-1-yl)acetic acid

2-(4-((Bis(2,2-dimethyl-1-(1H-1,2,3-triazol-4-yl)propyl)amino)methyl)-1H-1,2,3-triazol-1-yl)aceticacid

inhibit,Inhibitor,BTTAA

(4-((Bis((1-(2-methyl-2-propyl)-1H-1,2,3-triazol-4-yl)methyl)amino)methyl)-1H-1,2,3-triazol-1-yl)acetic acid

BTTP (CCT-1414)

BTTAA (CCT-1236)

1334179-85-9

C19H30N10O2