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Benzyl O-(tert-butyl)-L-serinate hydrochloride

  • CAS No. 1401668-21-0

  • Cat. No. CS-0166846
  • Molecule weight287.78
  • Purity≥97%
  • MDL No.MFCD20257234

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

Benzyl O-(tert-butyl)-L-serinate hydrochloride|CS-0166846

Structure of 1401668-21-0

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General Information

  • CAS No. 1401668-21-0
  • Cat. No. CS-0166846
  • Purity ≥97%
  • MDL No. MFCD20257234
  • Storage Store at room temperature, keep dry and cool
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₂ClNO₃
  • Molecular Weight 287.78
  • Synonym(s) L-Ser(tBu)-OBzl·HCl
  • SMILES N[C@@H](COC(C)(C)C)C(OCC1=CC=CC=C1)=O.[H]Cl

Description

Benzyl O-(tert-butyl)-L-serinate hydrochloride serves as a protected serine derivative featuring a stable tert-butyl ester and benzyl ether functionality. This bench-stable, moisture-tolerant reagent facilitates efficient incorporation into peptide synthesis workflows, enabling selective deprotection and seamless integration into complex sequences under standard conditions.

Application

Benzyl O-(tert-butyl)-L-serinate hydrochloride serves as a stable, bench-ready chiral building block for peptide synthesis and medicinal chemistry. The tert-butyl ester provides orthogonal protection to the carboxylic acid, enabling selective deprotection under mild acidic conditions. Its benzyl ether functionality supports efficient purification and compatibility with standard coupling protocols. This derivative facilitates streamlined access to L-serine-containing peptides and heterocyclic scaffolds in multi-step syntheses.

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   61.55
  • LogP   2.294
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   5

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