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1-[2-(Trimethylsilyl)ethoxycarbonyloxy]benzotriazole, commonly referred to as TSTU, is a highly reactive and moisture-sensitive chemical compound characterized by a benzotriazole core, a carbonyloxy side chain, and a trimethylsilyl group. It is renowned for its efficiency as a coupling reagent in the synthesis of peptides, where it activates carboxyl groups to facilitate the formation of peptide bonds. TSTU is particularly adept at handling challenging peptide sequences and the creation of peptide conjugates, making it a valuable alternative to other coupling reagents due to its superior reactivity and user-friendly nature. However, its sensitivity to moisture and potential reactivity with air and water necessitate careful handling and storage to preserve its stability and functionality.

113306-55-1

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113306-55-1 Usage

Uses

Used in Pharmaceutical Industry:
1-[2-(Trimethylsilyl)ethoxycarbonyloxy]benzotriazole is used as a peptide coupling reagent for the synthesis of complex and difficult-to-assemble peptide sequences. Its high reactivity and ability to activate carboxyl groups make it an effective tool in the creation of novel peptide-based drugs and therapeutic agents.
Used in Chemical Research:
In the field of chemical research, 1-[2-(Trimethylsilyl)ethoxycarbonyloxy]benzotriazole is utilized as a reagent for the preparation of peptide conjugates. Its efficiency in facilitating the formation of peptide bonds is invaluable for the development of new chemical entities and the study of peptide chemistry.
Used in Biochemistry and Molecular Biology:
1-[2-(Trimethylsilyl)ethoxycarbonyloxy]benzotriazole is employed as a key component in the synthesis of bioactive peptides and for the modification of biomolecules. Its role in enhancing the stability and functionality of peptides is crucial for understanding their biological roles and potential applications in medicine.
Used in Peptide Synthesis Education:
In educational settings, 1-[2-(Trimethylsilyl)ethoxycarbonyloxy]benzotriazole is used as a teaching aid for students learning about peptide synthesis techniques. Its properties and applications provide a practical example of modern chemical methods used in the creation of biologically relevant molecules.

Check Digit Verification of cas no

The CAS Registry Mumber 113306-55-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,3,3,0 and 6 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 113306-55:
(8*1)+(7*1)+(6*3)+(5*3)+(4*0)+(3*6)+(2*5)+(1*5)=81
81 % 10 = 1
So 113306-55-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H17N3O3Si/c1-19(2,3)9-8-17-12(16)18-15-11-7-5-4-6-10(11)13-14-15/h4-7H,8-9H2,1-3H3

113306-55-1 Well-known Company Product Price

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  • TCI America

  • (T2590)  1-[2-(Trimethylsilyl)ethoxycarbonyloxy]benzotriazole  >98.0%(HPLC)

  • 113306-55-1

  • 1g

  • 640.00CNY

  • Detail
  • TCI America

  • (T2590)  1-[2-(Trimethylsilyl)ethoxycarbonyloxy]benzotriazole  >98.0%(HPLC)

  • 113306-55-1

  • 5g

  • 1,990.00CNY

  • Detail

113306-55-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-[2-(Trimethylsilyl)ethoxycarbonyloxy]benzotriazole

1.2 Other means of identification

Product number -
Other names benzotriazol-1-yl 2-trimethylsilylethyl carbonate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:113306-55-1 SDS

113306-55-1Relevant academic research and scientific papers

Chemical and enzyme-assisted syntheses of norbuprenorphine-3-β-D- glucuronide

Fan, Jinda,Brown, Sarah M.,Tu, Zhude,Kharasch, Evan D.

, p. 752 - 758 (2011)

Norbuprenorphine-3-β-d-glucuronide (nBPN-3-β-d-G, 1) is a major phase II metabolite of buprenorphine, a pharmaceutical used for the treatment of opioid addiction. The pharmacological activity of compound 1 is not clear because investigations have been limited by the lack of chemically pure, well characterized 1 in sufficient quantities for in vitro and in vivo experiments. This work describes two concise, new methods of synthesis of 1, a chemical and an enzyme-assisted synthesis. The chemical synthesis used a strategy based on a combination of Koenig-Knorr coupling and amino-silyl protection. The enzyme-assisted synthesis used dog liver to convert the substrate norbuprenorphine (nBPN, 2) to 1. Both methods provided 1, characterized by 1H NMR and tandem mass spectrometry, with purity >96%. The fractional yield of the enzyme-assisted synthesis was greater than that of the chemical synthesis (67% vs 5.3%), but due to larger reaction volumes, the chemical synthesis afforded greater amounts of total 1.

Synthesis and Evaluation of Novel Activated Mixed Carbonate Reagents for the Introduction of the 2-(Trimethylsilyl)ethoxycarbonyl(Teoc)-Protecting Group

Shute, Richard E.,Rich, Daniel H.

, p. 346 - 349 (2007/10/02)

The synthesis of 1-benzotriazole (Teoc-OBt) and 1-pyrrolidin-2,5-dione (Teoc-OSu) in high yields is reported.Both compounds are crystalline compounds that react with amino acids und

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