2-((tert-Butyldiphenylsilyl)oxy)-N-methoxy-N-methylacetamide

Product Name: 2-((tert-Butyldiphenylsilyl)oxy)-N-methoxy-N-methylacetamide
CAS No.: 154698-93-8
Chemical Name: 2-((tert-Butyldiphenylsilyl)oxy)-N-methoxy-N-methylacetamide
Synonyms: 2-((tert-Butyldiphenylsilyl);2-((tert-Butyldiphenylsilyl)oxy)-N-methoxy-N-methylacetamide;Acetamide, 2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-N-methoxy-N-methyl-
CBNumber: CB52693395
Molecular Formula: C20H27NO3Si
Formula Weight: 357.52
MOL File: 154698-93-8.mol

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2-((tert-Butyldiphenylsilyl)oxy)-N-methoxy-N-methylacetamide Property

Boiling point:: 395.0±48.0 °C(Predicted)
Density: 1.07±0.1 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
Appearance: Off-white to light yellow Solid
InChI: InChI=1S/C20H27NO3Si/c1-20(2,3)25(17-12-8-6-9-13-17,18-14-10-7-11-15-18)24-16-19(22)21(4)23-5/h6-15H,16H2,1-5H3
InChIKey: ODVRWJKLOZNLAJ-UHFFFAOYSA-N
SMILES: C(N(OC)C)(=O)CO[Si](C(C)(C)C)(C1=CC=CC=C1)C1=CC=CC=C1

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation

Product number: ORS0003979
Product name: 2-((TERT-BUTYLDIPHENYLSILYL)OXY)-N-METHOXY-N-METHYLACETAMIDE
Purity: 95.00%
Packaging: 1G
Price: $402.15
Updated: 2021/12/16

AK Scientific

Product number: 7770AA
Product name: 2-((tert-Butyldiphenylsilyl)oxy)-N-methoxy-N-methylacetamide
Packaging: 1g
Price: $408
Updated: 2021/12/16

Matrix Scientific

Product number: 098233
Product name: 2-((tert-Butyldiphenylsilyl)oxy)-N-methoxy-N-methylacetamide
Purity: 95+%
Packaging: 250mg
Price: $416
Updated: 2021/12/16

Matrix Scientific

Product number: 098233
Product name: 2-((tert-Butyldiphenylsilyl)oxy)-N-methoxy-N-methylacetamide
Purity: 95+%
Packaging: 1g
Price: $924
Updated: 2021/12/16

Ambeed

Product number: A163962
Product name: 2-((tert-Butyldiphenylsilyl)oxy)-N-methoxy-N-methylacetamide
Purity: 95%
Packaging: 100mg
Price: $47
Updated: 2021/12/16

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2-((tert-Butyldiphenylsilyl)oxy)-N-methoxy-N-methylacetamide Chemical Properties,Usage,Production

Synthesis

76271-74-4

6638-79-5

154698-93-8

2-((tert-butyldiphenylmethylsilyl)oxy)acetic acid (7.34 g, 23.3 mmol) and N,O-dimethylhydroxylamine hydrochloride (6.83 g, 69.9 mmol) were dissolved in dichloromethane (20 mL) at room temperature. A solution of N,N'-dicyclohexylcarbodiimide (DCC, 14.4 g, 69.9 mmol) in dichloromethane (23 mL) was slowly added to the mixture, followed by heating and refluxing until the feedstock was completely consumed (monitored by thin layer chromatography). After the reaction mixture was cooled to room temperature, the reaction was quenched by the addition of water and extracted with ethyl acetate (3 x 30 mL). The organic phases were combined, dried with anhydrous magnesium sulfate, concentrated under reduced pressure and purified by fast column chromatography (eluent: ethyl acetate/hexane, 30:70). 2-((tert-butyldiphenylmethylsilyl)oxy)-N-methoxy-N-methylacetamide (7.10 g, 85% yield) was obtained as white crystals. Melting point: 53.4-54.8 °C. 1H NMR (400 MHz, CDCl3): δ 7.74-7.72 (m, 4H), 7.42-7.37 (m, 6H), 4.43 (s, 2H), 3.43 (s, 3H), 3.13 (s, 3H), 1.10 (s, 9H). 13C NMR (100 MHz, CDCl3 ): δ 180.4, 135.5, 133.1, 129.8, 127.7, 62.0, 61.2, 32.5, 26.7, 19.4. FT-IR (KBr): 1691 cm-1 (C=O). Mass spectrum (m/z): 300.4 (M+ - tBu). Elemental analysis calculated values (%): C, 67.19; H, 7.61; N, 3.92. measured values (%): C, 67.30; H, 7.23; N, 4.30.

References

[1] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 3, p. 1236 - 1241

2-((tert-Butyldiphenylsilyl)oxy)-N-methoxy-N-methylacetamide Preparation Products And Raw materials

Raw materials

Preparation Products

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2-((tert-Butyldiphenylsilyl)oxy)-N-methoxy-N-methylacetamide Suppliers

China 22 India 1 United States 4 Global 27

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154698-93-8