Description

(S)-Methyl 2-Boc-amino-3-iodopropionate (CAS: 170848-34-7) is a high-purity, chiral synthetic intermediate widely used in organic synthesis and pharmaceutical research. This compound, with the molecular formula C₉H₁₆INO₄, features a Boc-protected amino group and an iodine-substituted propionate moiety, making it a versatile building block for peptide coupling, cross-coupling reactions, and asymmetric synthesis. Its excellent stereochemical purity (>99%) ensures reliable performance in complex synthetic pathways. Ideal for researchers in medicinal chemistry, this product is supplied in rigorously tested batches with detailed analytical certificates (HPLC, NMR) to guarantee consistency and traceability. Store under inert conditions at -20°C to maintain stability.

Properties

• CAS Number: 170848-34-7
• Complexity: 237
• IUPAC Name: methyl (2S)-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-/m1/s1
• InChI Key: UGZBFCCHLUWCQI-ZCFIWIBFSA-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: (S)-METHYL 2-BOC-AMINO-3-IODOPROPIONATE, 890-205-9, 170848-34-7, Boc-3-iodo-D-alanine methyl ester, (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-iodopropanoate, Boc-beta-iodo-D-Ala-OMe, Boc-3-iodo-D-Ala-OMe, MFCD00216580, (S)-2-[(tert-Butoxycarbonyl)amino]-3-iodopropionic acid methyl ester, methyl (2S)-3-iodo-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate, Methyl (2S)-2-(tert-butoxycarbonylamino)-3-iodo-propanoate, methyl N-(tert-butoxycarbonyl)-3-iodo-D-alaninate, C9H16INO4, methyl (2S)-2-[(tert-butoxy)carbonylamino]-3-iodopropanoate, Boc-A-iodo-D-Ala-OMe, D-Alanine, N-[(1,1-dimethylethoxy)carbonyl]-3-iodo-, methyl ester, N-(tert-Butoxycarbonyl)-3-iodo-D-alanine methyl ester, SCHEMBL1743738, (S)-Methyl2-((tert-butoxycarbonyl)amino)-3-iodopropanoate, DTXSID30465249, Boc-3-iodo-D-Ala-OMe, 99%, UGZBFCCHLUWCQI-ZCFIWIBFSA-N, CS-Z0021, HY-Z0424, BBL103613, SBB054129, STL557423, AKOS015899819, AC-24326, AC-31646, DS-15270, PD197340, ST51038344, EN300-199183, N-t-butoxycarbonyl-3-iodo-D-alanine methyl ester, methyl (25)-2-(tert-butoxycarbonylamino)-3-iodo-propanoate, Methyl (2S)-2-[(tert-butoxycarbonyl)-amino]-3-iodopropanoate, methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-iodopropanoate, Methyl N-{[(1,1-dimethylethyl)oxy]carbonyl}-3-iodo-D-alaninate, (S)-2-TERT-BUTOXYCARBONYLAMINO-3-IODO-PROPIONIC ACID METHYL ESTER

(S)-Methyl 2-Boc-amino-3-iodopropionate is primarily employed in the synthesis of modified amino acids and peptidomimetics for drug discovery. Its iodine functionality enables efficient cross-coupling reactions (e.g., Sonogashira, Heck) to introduce diverse side chains. The Boc group facilitates selective deprotection in multi-step peptide synthesis. Researchers also utilize it in radiolabeling studies due to the replaceable iodine atom. Suitable for automated solid-phase peptide synthesis (SPPS) protocols.

Safety and Hazards

GHS Hazard Statements

• H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (50%): 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 (50%)
• Eye Irrit. 2A (50%)
• STOT SE 3 (50%)

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