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CS-W001157 4
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O-(tert-Butyldimethylsilyl)-L-homoserine

  • CAS No. 474023-97-7

  • Cat. No. CS-0132544
  • Purity≥95%
  • MDL No.None

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

O-(tert-Butyldimethylsilyl)-L-homoserine|CS-0132544

Structure of 474023-97-7

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General Information

  • CAS No. 474023-97-7
  • Cat. No. CS-0132544
  • Purity ≥95%
  • MDL No. None
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₂₃NO₃Si
  • Molecular Weight 233.38
  • Synonym(s) HomoSer(TBDMS)?-?OH
  • SMILES N[C@@H](CCO[Si](C)(C(C)(C)C)C)C(O)=O

Description

O-(tert-Butyldimethylsilyl)-L-homoserine features a protected hydroxyl group enabling stable handling and compatibility with diverse synthetic protocols. This silyl ether derivative serves as a key intermediate in peptide and natural product synthesis, where selective deprotection facilitates late-stage functionalization. The tert-butyldimethylsilyl moiety provides robust protection under standard conditions while allowing orthogonal removal with fluoride sources.

Application

O-(tert-Butyldimethylsilyl)-L-homoserine serves as a key protected amino acid building block in peptide and heterocycle synthesis, offering enhanced stability and orthogonal protection. The silyl ether group enables selective deprotection under mild conditions, facilitating efficient manipulation of the hydroxyl functionality during multistep sequences. Its compatibility with standard coupling protocols and robustness toward common reaction conditions make it a practical choice for synthetic routes requiring precise functional group control.

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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   72.55
  • LogP   1.8102
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   5

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