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Atomfair (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(tosyloxy)propanoate Boc-Ser(Tos)-OMe C16H23NO7S CAS 56926-94-4

(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(tosyloxy)propanoate (CAS: 56926-94-4) is a high-purity chiral building block widely used in organic synthesis and pharmaceutical research. This compound, with the molecular formula C16H23NO7S, features a tert-butoxycarbonyl (Boc) protecting group and a tosyl (Tos) leaving group, making it invaluable for peptide coupling and asymmetric synthesis. Its exceptional stability and reactivity under mild conditions ensure reliable performance in complex chemical transformations. Suitable for researchers and industrial applications, this product is rigorously tested for quality (HPLC, NMR) and supplied in sealed packaging to maintain integrity. Store under inert conditions at recommended temperatures for optimal shelf life.

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Description

(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(tosyloxy)propanoate (CAS: 56926-94-4) is a high-purity chiral building block widely used in organic synthesis and pharmaceutical research. This compound, with the molecular formula C16H23NO7S, features a tert-butoxycarbonyl (Boc) protecting group and a tosyl (Tos) leaving group, making it invaluable for peptide coupling and asymmetric synthesis. Its exceptional stability and reactivity under mild conditions ensure reliable performance in complex chemical transformations. Suitable for researchers and industrial applications, this product is rigorously tested for quality (HPLC, NMR) and supplied in sealed packaging to maintain integrity. Store under inert conditions at recommended temperatures for optimal shelf life.

Properties

  • CAS Number: 56926-94-4
  • Complexity: 554
  • IUPAC Name: methyl (2S)-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-/m0/s1
  • InChI Key: VVBLIPVUGGNLGW-ZDUSSCGKSA-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: (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(tosyloxy)propanoate, 847-776-4, Boc-Ser(Tos)-OMe, 56926-94-4, methyl (2S)-3-(4-methylphenyl)sulfonyloxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate, methyl N-(t-butoxycarbonyl)-O-tosyl-L-serinate, MFCD01632224, N-Boc-O-tosyl-L-serine Methyl Ester, Boc-L-Ser(Tos)-OCH3, SCHEMBL9459961, DTXSID70426556, N-Boc-O-tosylserine methyl ester, VVBLIPVUGGNLGW-ZDUSSCGKSA-N, CS-M3183, AKOS015888380, FB72160, DS-14868, HY-79877, PD196133, M03324, O10224, Methyl 3-(p-toluenesulfonyloxy)-2-(S)-(t-butoxycarbonylamino)propionate, (2S)-2-[N-(tert-Butoxycarbonyl)amino]-3-[[(4-methylphenyl)sulfonyl]oxy]propionate, (S)-2,6-Bis(tert-butyloxycarbonylamino)hexanoic acid; Di(N-Boc)-L-lysine; Di-tert-butoxycarbonyl-L-lysine

This compound is primarily used as a key intermediate in peptide synthesis, particularly for introducing serine derivatives with orthogonal protecting groups. It enables controlled deprotection strategies in solid-phase peptide synthesis (SPPS) and solution-phase methodologies. Researchers also employ it in the synthesis of modified amino acids and bioactive molecules requiring stereochemical precision. Its tosyl group facilitates nucleophilic substitution reactions, expanding its utility in medicinal chemistry.

Safety and Hazards

GHS Hazard Statements

  • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

  • P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

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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).

Patent & Regulatory Compliance

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

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

By purchasing, the buyer agrees to:

  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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