10416-59-8 Usage
Description
N,O-Bis(trimethylsilyl)acetamide, also known as BSA, is a powerful silylating agent that is used to block and protect hydroxyl groups in natural products and organic intermediates. It is a clear to yellowish liquid that is soluble in many nonpolar and polar aprotic solvents. BSA is particularly useful for substrates that are acidor base-sensitive due to the neutral acetamide that is eliminated during the silylation process. It is commonly used in the pharmaceutical and chemical industries.
Uses
1. Used in Natural Products Industry:
N,O-Bis(trimethylsilyl)acetamide is used as a silylating agent for blocking and protection of hydroxyl groups in natural products such as amino acids and carbohydrates.
2. Used in Organic Synthesis:
N,O-Bis(trimethylsilyl)acetamide is used as a silylating agent for blocking and protection of functional groups in organic intermediates.
3. Used in Analytical Chemistry:
N,O-Bis(trimethylsilyl)acetamide is used for the formation of derivatives of H-acid compounds for analysis. The silylated derivatives are volatile and can be determined by gas chromatography.
4. Used in Pharmaceutical Industry:
N,O-Bis(trimethylsilyl)acetamide is used as a powerful silylation reagent for a wide range of functional groups under mild conditions. It is frequently used with TMCS as a catalyst to modify various functional groups, including carboxyl groups. In one novel application, BSA was used to measure carboxypeptidase activity by forming derivatives that could be determined by gas chromatography.
5. Used in Chemical Industry:
N,O-Bis(trimethylsilyl)acetamide has been used to prepare derivatives of steroids and glucocorticoids. It is also used to trimethylsilylate the hydroxyl group of compounds selectively, yielding almost quantitative results.
6. Used in Research and Development:
N,O-Bis(trimethylsilyl)acetamide is used in the development of novel drug delivery systems to enhance the applications and efficacy of various compounds against cancer cells. It has been employed in the synthesis of organic and metallic nanoparticles as carriers for drug delivery.
Physical Properties:
N,O-Bis(trimethylsilyl)acetamide has a boiling point of 71-73°C at 35 mmHg.
Preparation
made by the reaction of acetamide with
a large excess of chlorotrimethylsilane in the presence of
triethylamine.
Purification Methods
Fractionate it through a spinning band column and collect liquid b 71-73o/35mm, and not higher because the main impurity MeCONHSiMe3 distils at b 105-107o/35mm. It is used for derivatising alcohols and sugars [Klebe et al. J Am Chem Soc 88 3390 1966, see Matsuo et al. Carbohydr Res 241 209 1993, Johnson Carbohydr Res 237 313 1992]. Itis FLAMMABLE and TOXIC.
Check Digit Verification of cas no
The CAS Registry Mumber 10416-59-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,4,1 and 6 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 10416-59:
(7*1)+(6*0)+(5*4)+(4*1)+(3*6)+(2*5)+(1*9)=68
68 % 10 = 8
So 10416-59-8 is a valid CAS Registry Number.
InChI:InChI:1S/C8H21NOSi2/c1-8(9-11(2,3)4)10-12(5,6)7/h1-7H3/b9-8+
10416-59-8Relevant articles and documents
A at the same time improve the N, O — double (three a silicon-based) acetamide purity and yield of production method
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Paragraph 0046-0057; 0073-0085; 0099-0111; 0125-0137, (2018/05/24)
The invention provides a production method for improving the purity and yield of N,O-bis(trimethyl silyl) acetamide simultaneously. The production method comprises the steps of trimethylchlorosilane preparation, charging, synthetic reaction and distillation. In the step of distillation, front cut fraction is obtained through distillation, and a finished product is obtained through distillation; in the step of trimethylchlorosilane preparation, according to the mole ratio of the trimethylchlorosilane to acetamide being 2.11-2.22:1, the trimethylchlorosilane is sucked into a trimethylchlorosilane overhead tank, and the vacuum degree of the trimethylchlorosilane overhead tank is kept 0.001-0.005 MPa before charging. According to the prepared product BSA, the product purity reaches 99.58-99.66%, the impurity number and content are reduced, and the amine content is 0.20-0.25%; the BSA once through yield reaches 93.42-93.7%, and the raw material conversion rate is high and is improved by more than 3% compared with the prior art.
Carbacephalosporin compound, their preparation and use
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, (2008/06/13)
Carbacephalosporin compounds of formula (I), STR1 salts thereof, processes for their synthesis and uses thereof, wherein: R1 is hydrogen, methoxy or formamido; R2 is an acyl group; CO2 R3 is a carboxy group or a carboxylate anion, or R3 is a carboxy protecting group or a pharmaceutically acceptable salt-forming group or in vivo hydrolysable ester group; R4, R5, R6 and R7 represent hydrogen or a substituent; R4 and R7 may be replaced by a chemical bond between the two carbon atoms shown; R5 and R6 may be linked together into a cyclic system. The compounds (I) have antibacterial properties.
REACTIONS OF O,O-DIALKYL S-SILYL PHOSPHORODITHIOATES WITH SULFINYLAMINES
Kutyrev, G. A.,Lygin, A. V.,Cherkasov, R. A.,Pudovik, A. N.
, p. 891 - 894 (2007/10/02)
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