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Atomfair methyl (2R)-2-(((tert-butoxy)carbonyl)amino)-3-iodopropanoate Boc-β-iodo-Ala-OMe C9H16INO4 CAS 93267-04-0

Methyl (2R)-2-(((tert-butoxy)carbonyl)amino)-3-iodopropanoate (CAS: 93267-04-0) is a high-purity chiral building block extensively utilized in peptide synthesis and pharmaceutical research. This compound, with the molecular formula C9H16INO4, is an iodinated derivative of L-alanine methyl ester protected by a tert-butoxycarbonyl (Boc) group, ensuring stability during synthetic processes. Its R-configuration and iodine substituent make it a versatile intermediate for cross-coupling reactions, nucleophilic substitutions, and the synthesis of modified amino acids or bioactive molecules. Available in ≥96% purity (GC), this reagent is ideal for researchers requiring precise stereochemical control in complex organic transformations. Packaged under inert conditions to maintain integrity, it is suitable for use…

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Description

Methyl (2R)-2-(((tert-butoxy)carbonyl)amino)-3-iodopropanoate (CAS: 93267-04-0) is a high-purity chiral building block extensively utilized in peptide synthesis and pharmaceutical research. This compound, with the molecular formula C9H16INO4, is an iodinated derivative of L-alanine methyl ester protected by a tert-butoxycarbonyl (Boc) group, ensuring stability during synthetic processes. Its R-configuration and iodine substituent make it a versatile intermediate for cross-coupling reactions, nucleophilic substitutions, and the synthesis of modified amino acids or bioactive molecules. Available in ≥96% purity (GC), this reagent is ideal for researchers requiring precise stereochemical control in complex organic transformations. Packaged under inert conditions to maintain integrity, it is suitable for use in medicinal chemistry, proteomics, and asymmetric synthesis applications.

Properties

  • CAS Number: 93267-04-0
  • Complexity: 237
  • IUPAC Name: methyl (2R)-2-(tert-butoxycarbonylamino)-3-iodo-propanoate
  • InChI: InChI=1S/C9H16INO4/c1-9(2,3)15-8(13)11-6(5-10)7(12)14-4/h6H,5H2,1-4H3,(H,11,13)/t6-/m0/s1
  • InChI Key: UGZBFCCHLUWCQI-LURJTMIESA-N
  • Exact Mass: 329.01241
  • Molecular Formula: C9H16INO4
  • Molecular Weight: 329.13
  • SMILES: CC(C)(C)OC(=O)N[C@@H](CI)C(=O)OC
  • Topological: 64.6
  • Monoisotopic Mass: 329.01241
  • Synonyms: methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-iodopropanoate, methyl (2R)-2-(((tert-butoxy)carbonyl)amino)-3-iodopropanoate, 640-460-5, 93267-04-0, Boc-beta-iodo-Ala-OMe, Boc-3-iodo-L-alanine methyl ester, (R)-Methyl 2-((tert-butoxycarbonyl)amino)-3-iodopropanoate, Boc-|A-iodo-Ala-OMe, N-(tert-Butoxycarbonyl)-3-iodo-L-alanine methyl ester, (R)-methyl 2-(tert-butoxycarbonylamino)-3-iodopropanoate, methyl (R)-2-((tert-butoxycarbonyl)amino)-3-iodopropanoate, MFCD00216579, N-boc-3-iodo-L-alanine methyl ester, Methyl (2r)-3-iodo-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate, C9H16INO4, methyl N-(tert-butoxycarbonyl)-3-iodo-L-alaninate, tert-butyl (R)-1-(methoxycarbonyl)-2-iodoethylcarbamate, Boc-?-iodo-Ala-Ome, Boc-3-Iodo-L-Ala-OMe, Boc–iodo-Ala-OMe, Boc-ss-iodo-Ala-OMe, Boc-Ala(3-I)-OMe, Boc-b-iodo-L-Ala-OMe, Boc- beta -iodo-Ala-OMe, SCHEMBL1519852, Boc-beta-iodo-Ala-OMe, 99%, DTXSID80447838, UGZBFCCHLUWCQI-LURJTMIESA-N, Boc-beta-iodo-Alanine methyl ester, CS-M3115, Boc-beta-iodo-L-alanine methyl ester, AKOS005259631, FB49924, GS-3464, AC-28349, HY-79676, PD196120, Boc-beta-iodo-Ala-OMe, >=96.0% (GC), DB-029539, B4044, EN300-201825, M03256, Methyl (R)-2-(tert-butoxycarbonylamino)-3-iodopropanoate 98%, (R)-2-tert-butoxycarbonylamino-3-iodopropionic acid methyl ester, N-[(1,1-dimethylethoxy)carbonyl]-3-iodo-L-alanine methyl ester, (2R)-3-Iodo-2-(tert-butoxycarbonylamino)propanoic acid methyl ester…, (L)-2-TERT-BUTOXYCARBONYLAMINO-3-IODO-PROPIONIC ACID METHYL ESTER

This compound serves as a key intermediate in peptide chemistry, enabling the introduction of iodine-labeled amino acids for radioligand studies or structural modifications. It is employed in palladium-catalyzed cross-couplings (e.g., Sonogashira, Suzuki) to create non-natural amino acid derivatives. Researchers also utilize it in solid-phase peptide synthesis (SPPS) for Boc-based protection strategies. Its iodine moiety facilitates further functionalization, making it valuable in drug discovery and bioconjugation.

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

Hazard Classes and Categories

  • Skin Irrit. 2 (100%)
  • Eye Irrit. 2A (100%)
  • STOT SE 3 (100%)

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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.

  • 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

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  • 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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