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Atomfair Methyl N-(tert-butoxycarbonyl)-O-tosyl-D-serinate C16H23NO7S CAS 126645-21-4

Methyl N-(tert-butoxycarbonyl)-O-tosyl-D-serinate (CAS: 126645-21-4) is a high-purity, synthetic chiral building block widely used in peptide synthesis and pharmaceutical research. This compound, with the molecular formula C16H23NO7S, features a tert -butoxycarbonyl (Boc) protecting group and a tosyl (Ts) ester, making it ideal for controlled deprotection and selective functionalization in complex organic transformations. Its D-serine backbone ensures enantiomeric purity, critical for applications in asymmetric synthesis and drug development. Packaged under inert conditions to ensure stability, this reagent is rigorously tested via HPLC, NMR, and mass spectrometry to guarantee ≥95% purity. Suitable for use in automated peptide synthesizers and medicinal chemistry workflows, it…

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Description

Methyl N-(tert-butoxycarbonyl)-O-tosyl-D-serinate (CAS: 126645-21-4) is a high-purity, synthetic chiral building block widely used in peptide synthesis and pharmaceutical research. This compound, with the molecular formula C16H23NO7S, features a tert-butoxycarbonyl (Boc) protecting group and a tosyl (Ts) ester, making it ideal for controlled deprotection and selective functionalization in complex organic transformations. Its D-serine backbone ensures enantiomeric purity, critical for applications in asymmetric synthesis and drug development. Packaged under inert conditions to ensure stability, this reagent is rigorously tested via HPLC, NMR, and mass spectrometry to guarantee ≥95% purity. Suitable for use in automated peptide synthesizers and medicinal chemistry workflows, it is an essential tool for researchers in academia and industry.

Properties

  • CAS Number: 126645-21-4
  • Complexity: 554
  • IUPAC Name: methyl (2R)-2-(tert-butoxycarbonylamino)-3-(p-tolylsulfonyloxy)propanoate
  • InChI: InChI=1S/C16H23NO7S/c1-11-6-8-12(9-7-11)25(20,21)23-10-13(14(18)22-5)17-15(19)24-16(2,3)4/h6-9,13H,10H2,1-5H3,(H,17,19)/t13-/m1/s1
  • InChI Key: VVBLIPVUGGNLGW-CYBMUJFWSA-N
  • Exact Mass: 373.11952325
  • Molecular Formula: C16H23NO7S
  • Molecular Weight: 373.4
  • SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC[C@H](C(=O)OC)NC(=O)OC(C)(C)C
  • Topological: 116
  • Monoisotopic Mass: 373.11952325
  • Synonyms: Methyl N-(tert-butoxycarbonyl)-O-tosyl-D-serinate, 126645-21-4, SCHEMBL951081, VVBLIPVUGGNLGW-CYBMUJFWSA-N, AT39108, N-(tert-butoxycarbonyl)-O-[(4-methylphenyl)sulfonyl]-D-serine methyl ester

Methyl N-(tert-butoxycarbonyl)-O-tosyl-D-serinate is primarily employed as a protected serine derivative in solid-phase peptide synthesis (SPPS), enabling the incorporation of D-serine residues with orthogonal deprotection strategies. Its tosyl group facilitates selective sulfonylation reactions, while the Boc group allows for acid-labile deprotection under mild conditions. This compound is also utilized in the synthesis of peptidomimetics and bioactive molecules targeting protease inhibition or GPCR modulation. Researchers value its compatibility with Fmoc/Boc hybrid strategies and its role in constructing structurally diverse peptide libraries.

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

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Certain molecules may be protected by active patents or regulatory restrictions.

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