1001067-09-9 Usage
Description
2-(trimethylsilyl)ethyl 3-nitro-1H-1,2,4-triazole-1-carboxylate, also known as Teoc-NT, is a highly stable, nonhygroscopic crystalline material used as a protecting group for amines. It can be stored for long periods without decomposition and offers advantages over other protecting groups due to its quick carbamate formation under neutral conditions and the ability to obtain highly pure carbamates without tedious purification steps.
Uses
Used in Chemical Synthesis:
2-(trimethylsilyl)ethyl 3-nitro-1H-1,2,4-triazole-1-carboxylate is used as a protecting group for amines in chemical synthesis for the following reasons:
It allows for the selective protection of amines, preventing unwanted side reactions.
The protecting group can be easily cleaved by fluoride ion under neutral conditions, facilitating the removal of the protecting group when needed.
The coproduct 3-nitro-1,2,4-triazole (NT) can be recycled, making the process more environmentally friendly and cost-effective.
Used in Reactions with Amines and Aminoalcohols:
2-(trimethylsilyl)ethyl 3-nitro-1H-1,2,4-triazole-1-carboxylate is used as a reagent in reactions with amines and aminoalcohols for the following reasons:
It enables the formation of carbamates under neutral conditions, which is crucial for the synthesis of various organic compounds.
The high stability of Teoc-NT ensures that the reaction proceeds smoothly without the need for special handling or storage conditions.
Used in Amine Protection for Nucleosides:
2-(trimethylsilyl)ethyl 3-nitro-1H-1,2,4-triazole-1-carboxylate is used as a protecting agent for amines in nucleoside synthesis for the following reasons:
It provides selective protection of the amine functional group, allowing for the synthesis of nucleoside derivatives with specific properties.
The ease of removal of the protecting group under mild conditions ensures that the nucleoside structure remains intact during the deprotection process.
Used in Reaction with Alcohols:
2-(trimethylsilyl)ethyl 3-nitro-1H-1,2,4-triazole-1-carboxylate is used as a reagent in reactions with alcohols for the following reasons:
It facilitates the formation of carbamates from alcohols, which can be useful in the synthesis of various organic compounds.
The stability of Teoc-NT ensures that the reaction with alcohols proceeds efficiently and without complications.
Physical properties:
The melting point of 2-(trimethylsilyl)ethyl 3-nitro-1H-1,2,4-triazole-1-carboxylate is 85–86 °C (dec.).
Check Digit Verification of cas no
The CAS Registry Mumber 1001067-09-9 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,0,1,0,6 and 7 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1001067-09:
(9*1)+(8*0)+(7*0)+(6*1)+(5*0)+(4*6)+(3*7)+(2*0)+(1*9)=69
69 % 10 = 9
So 1001067-09-9 is a valid CAS Registry Number.
1001067-09-9Relevant articles and documents
Development of column-free alkoxycarbonyl, aryloxycarbonyl, and acyl transfer reagents
Shimizu, Mamoru,Sodeoka, Mikiko
experimental part, p. 1301 - 1312 (2009/07/05)
Easy-to-handle alkoxycarbonyl, aryloxycarbonyl, and acyl transfer reagents, which contain 3-nitro-1,2,4-triazole (NT) as a leaving group, were developed. With these reagents (NT reagents), which are stable nonhygroscopic crystalline materials, the reactions can be accomplished in about 5 min, and product can be isolated without tedious column chromatographic purification.
