113306-55-1 Usage
General Description
1-[2-(Trimethylsilyl)ethoxycarbonyloxy]benzotriazole, also known as TSTU, is a highly reactive and moisture-sensitive chemical compound commonly used as a coupling reagent in peptide synthesis. It consists of a benzotriazole moiety with a carbonyloxy side chain and a trimethylsilyl group. TSTU is a powerful and efficient peptide coupling reagent that facilitates the formation of peptide bonds by activating carboxyl groups. It is particularly useful for the synthesis of difficult peptide sequences and for the preparation of peptide conjugates. TSTU has also been identified as a potential alternative to other commonly used coupling reagents due to its high reactivity and ease of use. However, due to its moisture sensitivity and potential reactivity with air and water, proper handling and storage conditions are necessary to maintain its stability and effectiveness.
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
113306-55-1Relevant articles and documents
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.
