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2-(tert-Butyldimethylsilyloxy)-N-methoxy-N-methylacetamide

  • CAS No. 163089-34-7

  • Cat. No. CS-0039532
  • Molecule weight233.38
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

2-(tert-Butyldimethylsilyloxy)-N-methoxy-N-methylacetamide|CS-0039532

Structure of 163089-34-7

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General Information

  • CAS No. 163089-34-7
  • Cat. No. CS-0039532
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₂₃NO₃Si
  • Molecular Weight 233.38
  • Synonym(s) N-methoxy-N-methyl-2-(1,1,2,2-tetramethyl-1-silapropoxy)acetamide
  • SMILES O=C(N(OC)C)CO[Si](C)(C(C)(C)C)C

Description

This silyl ether derivative features a stable tert-butyldimethylsilyl group protecting a hydroxyl moiety, paired with a methoxy-methyl amide functionality. It enables selective O-silylation in complex molecule synthesis, offering reliable protection under standard conditions with minimal side reactivity.

Application

2-(tert-Butyldimethylsilyloxy)-N-methoxy-N-methylacetamide serves as a robust silyl protecting group reagent for alcohols and phenols, enabling selective protection under mild conditions. Its stability toward nucleophiles and common reaction conditions facilitates straightforward deprotection with fluoride sources. The acetyl-derived oxazolidinone moiety enhances solubility and simplifies purification, making it ideal for iterative synthesis workflows in complex molecule assembly.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   38.77
  • LogP   2.028
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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