Cas no 889670-02-4 (Methyl 2-(tert-Butoxycarbonylamino)-3-iodopropanoate)

Methyl 2-(tert-Butoxycarbonylamino)-3-iodopropanoate structure
889670-02-4 structure
Product Name:Methyl 2-(tert-Butoxycarbonylamino)-3-iodopropanoate
CAS No:889670-02-4
MF:C9H16INO4
MW:329.132115364075
MDL:MFCD20231367
CID:859202
Update Time:2023-11-22

Methyl 2-(tert-Butoxycarbonylamino)-3-iodopropanoate Chemical and Physical Properties

Names and Identifiers

    • Methyl 2-((tert-butoxycarbonyl)amino)-3-iodopropanoate
    • N-Boc-3-Iodoalanine methyl ester
    • N-BOC-3-IODO-DL-ALANINE METHYL ESTER
    • (R)-METHYL 2-(TERT-BUTOXYCARBONYLAMINA)-3-IODOPROPANAATE
    • (R)-Methyl 2-((tert-butoxycarbonyl)amino)-3-iodopropanoate
    • Methyl (2S)-2-[(tert-butoxycarbonyl)-amino]-3-iodopropanoate
    • Boc-
    • A-iodo-Ala-OMe
    • methyl 2-{[(tert-butoxy)carbonyl]amino}-3-iodopropanoate
    • Boc-3-iodo-D-Ala-OMe
    • N-boc-3-iodo-L-alanine methyl ester
    • UGZBFCCHLUWCQI-UHFFFAOYSA-N
    • BCP07848
    • FCH1617816
    • SY029045
    • AX8157629
    • ST24047594
    • A2660
    • N-[(1,1-Dimethylethoxy)carbonyl]-3-iodoalanine methyl ester (ACI)
    • Methyl 2-(tert-Butoxycarbonylamino)-3-iodopropanoate
    • MDL: MFCD20231367
    • 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)
    • InChI Key: UGZBFCCHLUWCQI-UHFFFAOYSA-N
    • SMILES: O=C(NC(CI)C(OC)=O)OC(C)(C)C

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 6
  • Complexity: 237
  • XLogP3: 1.4
  • Topological Polar Surface Area: 64.599

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Methyl 2-(tert-Butoxycarbonylamino)-3-iodopropanoate Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Sodium iodide Solvents: Acetone ;  12 - 18 h, reflux
Reference
Synthesis of highly substituted pyrrolidines via double Michael addition reaction and its anti-microbial activity
Chandan, Nandkishor, American Journal of PharmTech Research, 2016, 6(5), 640-647

Production Method 2

Reaction Conditions
1.1 Reagents: Imidazole ,  Triphenylphosphine Solvents: Dichloromethane ;  10 min, rt; rt → 0 °C
1.2 Reagents: Iodine ;  40 min, 0 °C; 0 °C → rt; 10 min, rt; rt → 0 °C
1.3 Solvents: Dichloromethane ;  10 min, 0 °C; 1 h, 0 °C; 0 °C → rt; 1.5 h, rt
Reference
Nickel-catalyzed cross-coupling of amino-acid-derived alkylzinc reagents with alkyl bromides/chlorides: Access to diverse unnatural amino acids
Gou, Fei-Hu; Ma, Ming-Jian; Wang, An-Jun; Zhao, Liang; Wang, Haoyang ; et al, Organic Letters, 2022, 24(1), 240-244

Methyl 2-(tert-Butoxycarbonylamino)-3-iodopropanoate Raw materials

Methyl 2-(tert-Butoxycarbonylamino)-3-iodopropanoate Preparation Products

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