2,5-Dioxopyrrolidin-1-yl (2-(trimethylsilyl)ethyl) carbonate

• CAT Number: L037843
• CAS Number: 78269-85-9
• Molecular Formula: C10H17NO5Si
• Molecular Weight: 259.33
• Purity: ≥95%
• IUPAC Name: (2,5-dioxopyrrolidin-1-yl) 2-trimethylsilylethyl carbonate
• InChI: InChI=1S/C10H17NO5Si/c1-17(2,3)7-6-15-10(14)16-11-8(12)4-5-9(11)13/h4-7H2,1-3H3
• InChIKey: FLDNDAMSCINJDX-UHFFFAOYSA-N
• SMILES: C[Si](C)(C)CCOC(=O)ON1C(=O)CCC1=O

2,5-Dioxopyrrolidin-1-yl (2-(trimethylsilyl)ethyl) carbonate（Cat No.:L037843）is a reactive carbonate ester composed of an N-hydroxysuccinimide (NHS) leaving group and a 2-(trimethylsilyl)ethyl (TMSE) protecting group. This compound is commonly used in peptide synthesis and bioconjugation as an activated carbonate for introducing TMSE groups, which are acid-labile and useful for protecting alcohols or amines. The NHS moiety facilitates efficient coupling under mild conditions. Its selective deprotection under mild acidic conditions allows for precise control in multi-step syntheses, making it valuable in preparing complex molecules in organic and medicinal chemistry.