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O-(tert-Butyldimethylsilyl)hydroxylamine, also known as tert-butyldimethylsilyl-O-hydroxylamine, is an organic compound with the molecular formula (t-Bu)2Si(OH)NH2. It is characterized by its physical properties, including a melting point of 62-65°C and a boiling point of 87-90°C at 40 mmHg. O-(tert-Butyldimethylsilyl)hydroxylamine is known for its reactivity and is commonly utilized in various chemical processes and industries.

41879-39-4

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41879-39-4 Usage

Uses

Used in Chemical Synthesis:
O-(tert-Butyldimethylsilyl)hydroxylamine is used as a reagent in the solid-supported synthesis of hydroxamic acids. It plays a crucial role in inducing the cleavage of these compounds, which are essential in various pharmaceutical and chemical applications.
Used as a Chemical Additive:
O-(tert-Butyldimethylsilyl)hydroxylamine also serves as a chemical additive, enhancing the properties of other substances in various industries. Its unique reactivity allows it to improve the performance of products in which it is incorporated.
Used as an Intermediate:
O-(tert-Butyldimethylsilyl)hydroxylamine is utilized as an intermediate in the synthesis of more complex organic compounds. Its ability to participate in various chemical reactions makes it a valuable component in the development of new materials and products.

Preparation

the reagents are most conveniently prepared by treatment of hydroxylamine hydrochloride with ethylenediamine in dichloromethane, followed by the appropriate chlorosilane.A two-step procedure using ammonia in place of ethylenediamine has also been reported.

Check Digit Verification of cas no

The CAS Registry Mumber 41879-39-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,1,8,7 and 9 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 41879-39:
(7*4)+(6*1)+(5*8)+(4*7)+(3*9)+(2*3)+(1*9)=144
144 % 10 = 4
So 41879-39-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H17NOSi/c1-6(2,3)9(4,5)8-7/h7H2,1-5H3

41879-39-4 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Alfa Aesar

  • (B21001)  O-(tert-Butyldimethylsilyl)hydroxylamine, 90+%   

  • 41879-39-4

  • 250mg

  • 231.0CNY

  • Detail
  • Alfa Aesar

  • (B21001)  O-(tert-Butyldimethylsilyl)hydroxylamine, 90+%   

  • 41879-39-4

  • 0.25g

  • 242.0CNY

  • Detail
  • Alfa Aesar

  • (B21001)  O-(tert-Butyldimethylsilyl)hydroxylamine, 90+%   

  • 41879-39-4

  • 1g

  • 678.0CNY

  • Detail
  • Aldrich

  • (367478)  O-(tert-Butyldimethylsilyl)hydroxylamine  95%

  • 41879-39-4

  • 367478-1G

  • 1,160.64CNY

  • Detail
  • Aldrich

  • (367478)  O-(tert-Butyldimethylsilyl)hydroxylamine  95%

  • 41879-39-4

  • 367478-5G

  • 5,694.39CNY

  • Detail

41879-39-4Relevant academic research and scientific papers

PENICILLIN-BINDING PROTEIN INHIBITORS

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Paragraph 00295, (2018/12/13)

Described herein are certain boron-containing compounds, compositions, preparations and their use as modulators of the transpeptidase function of bacterial penicillin-binding proteins and as antibacterial agents. In some embodiments, the compounds described herein inhibit penicillin-binding proteins. In certain embodiments, the compounds described herein are useful in the treatment of bacterial infections.

A Concise Enantioselective Total Synthesis of (?)-Virosaine A

Hughes, Jonathan M. E.,Gleason, James L.

supporting information, p. 10830 - 10834 (2017/08/30)

The total synthesis of (?)-virosaine A (1) was achieved in ten steps starting from furan and 2-bromoacrolein. A one-pot Diels–Alder cycloaddition/organolithium addition initiated an efficient sequence to access a key oxime/epoxide intermediate. Heating this intermediate in acetic acid resulted in an intramolecular epoxide opening/nitrone [3+2] cycloaddition cascade to construct the caged core of 1 in a single step. Several methods of C?H functionalization were assessed on the cascade product, and ultimately, a directed lithiation/bromination effected selective C14 functionalization, enabling the synthesis of 1.

O-TBS-N-tosylhydroxylamine: A reagent for facile conversion of alcohols to oximes

Kitahara, Katsushi,Toma, Tatsuya,Shimokawa, Jun,Fukuyama, Tohru

supporting information; experimental part, p. 2259 - 2261 (2009/05/26)

(Chemical Equation Presented) A variety of oximes were synthesized from the corresponding alcohols, alkyl halides, or alkyl sulfonates without using external oxidants. With this simple two-step procedure involving substitution with readily available TsNHOTBS and subsequent treatment with CsF, a range of oximes were prepared including the ones hardly preparable with conventional procedures.

Synthetic methodology for the preparation of N-hydroxysulfamides

Devanathan, Krishnaswamy,Bell, Jennifer A.,Wilkins, Patricia C.,Jacobs, Hollie K.,Gopalan, Aravamudan S.

, p. 8029 - 8033 (2008/03/18)

A convenient synthesis of a variety of substituted N-hydroxysulfamides from chlorosulfonyl isocyanate is reported. Alkyl groups can be introduced selectively on the N-Boc nitrogen of key intermediates 1a or 1b using the Mitsunobu reaction with alcohols. S

New C-3′ hydroxamate-substituted and more lipophilic cyclic hydroxamate cephalosporin derivatives as a potential new generation of selective antimicrobial agents

Miller, Marvin J.,Zhao, Gaiying,Vakulenko, Sergei,Franzblau, Scott,Moellmann, Ute

, p. 4178 - 4185 (2008/09/20)

Syntheses of a series of new C-3′ hydroxamate-substituted cephalosporin derivatives with potent antibacterial and media-dependent anti-TB activity are described. The Royal Society of Chemistry 2006.

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