Cas no 79617-27-9 (L-allo-Threonine methyl ester hydrochloride)

L-allo-Threonine methyl ester hydrochloride structure
79617-27-9 structure
Product Name:L-allo-Threonine methyl ester hydrochloride
CAS No:79617-27-9
MF:C5H12ClNO3
MW:169.606680870056
MDL:MFCD00237766
CID:562364
PubChem ID:56777184
Update Time:2024-10-27

L-allo-Threonine methyl ester hydrochloride Chemical and Physical Properties

Names and Identifiers

    • (2S,3S)-Methyl 2-amino-3-hydroxybutanoate hydrochloride
    • H-ALLO-THR-OME HCl
    • H-allo-Thr-OMe.HCl
    • H-allo-Thr-OMe·HCl
    • L-allo-Threonine Methyl Ester Hydrochloride
    • L-Allothreonine, methyl ester, hydrochloride (1:1)
    • methyl (2S,3S)-2-amino-3-hydroxybutanoate,hydrochloride
    • H-Allo-thr-OMe hydrochloride
    • DTXSID20718519
    • C76545
    • A864829
    • AKOS015904729
    • 79617-27-9
    • Methyl L-allothreoninate hydrochloride
    • SCHEMBL3206066
    • (2S,3S)-2-Amino-3-hydroxy-butyric acid methyl ester hydrochloride
    • OZSJLLVVZFTDEY-MMALYQPHSA-N
    • Allo-Threonine-OMe-HCl
    • METHYL (2S,3S)-2-AMINO-3-HYDROXYBUTANOATE HYDROCHLORIDE
    • Methyl L-allothreoninate--hydrogen chloride (1/1)
    • MFCD00237766
    • DS-16855
    • CS-0147192
    • EN300-6474713
    • L-Allothreonine, methyl ester, hydrochloride (9CI)
    • (2S,3S)-2-Amino-3-hydroxybutanoic acid methyl ester hydrochloride
    • L-allo-Threonine methyl ester hydrochloride
    • MDL: MFCD00237766
    • Inchi: 1S/C5H11NO3.ClH/c1-3(7)4(6)5(8)9-2;/h3-4,7H,6H2,1-2H3;1H/t3-,4-;/m0./s1
    • InChI Key: OZSJLLVVZFTDEY-MMALYQPHSA-N
    • SMILES: [C@H](N)([C@@H](O)C)C(=O)OC.Cl

Computed Properties

  • Exact Mass: 169.05100
  • Monoisotopic Mass: 169.0505709g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 3
  • Complexity: 104
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 72.6?2

Experimental Properties

  • Color/Form:
  • PSA: 72.55000
  • LogP: 0.36980
  • Solubility: 。

L-allo-Threonine methyl ester hydrochloride Security Information

  • Storage Condition:2-8°C

L-allo-Threonine methyl ester hydrochloride Pricemore >>

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L-allo-Threonine methyl ester hydrochloride Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Thionyl chloride Solvents: Methanol ;  20 °C; 0 °C
Reference
A Novel N-Substituted Valine Derivative with Unique Peroxisome Proliferator-Activated Receptor γ Binding Properties and Biological Activities
Peiretti, Franck ; Montanari, Roberta; Capelli, Davide; Bonardo, Bernadette; Colson, Cecilia; et al, Journal of Medicinal Chemistry, 2020, 63(21), 13124-13139

Production Method 2

Reaction Conditions
1.1 Reagents: Thionyl chloride ;  0 °C
1.2 0 °C; 3 h, 40 °C
Reference
Synthetic Access to 3-Substituted Pyroglutamic Acids from Tetramate Derivatives of Serine, Threonine, allo-Threonine, and Cysteine
Bagum, Halima; Christensen, Kirsten E.; Genov, Miroslav; Pretsch, Alexander; Pretsch, Dagmar; et al, Journal of Organic Chemistry, 2019, 84(16), 10257-10279

Production Method 3

Reaction Conditions
1.1 Reagents: Acetyl chloride ;  0 °C → reflux
Reference
Alleviation of asthma-related symptoms by a derivative of L-allo threonine
Heo, Jin-Chul; Lee, Sang-Han, International Journal of Molecular Medicine, 2013, 31(4), 881-887

Production Method 4

Reaction Conditions
1.1 Reagents: Acetyl chloride ;  15 min, 0 °C
1.2 12 h, 50 °C
Reference
Synthesis of β-silyl-α-amino acid derivatives by Cu-catalyzed regio- and enantioselective silylamination of α,β-unsaturated esters
Kobayashi, Toshimichi; Nishino, Soshi; Miura, Masahiro ; Hirano, Koji, Organic Letters, 2022, 24(6), 1418-1422

Production Method 5

Reaction Conditions
1.1 Reagents: Thionyl chloride
Reference
Serine and Threonine β-Lactones: A New Class of Hepatitis A Virus 3C Cysteine Proteinase Inhibitors
Lall, Manjinder S.; Ramtohul, Yeeman K.; James, Michael N. G.; Vederas, John C., Journal of Organic Chemistry, 2002, 67(5), 1536-1547

Production Method 6

Reaction Conditions
1.1 Reagents: Hydrochloric acid Solvents: Water ;  rt → reflux; 5 h, reflux; reflux → 0 °C
1.2 Reagents: Thionyl chloride Solvents: Methanol ;  0 °C; 1 h, 0 °C → reflux; reflux; reflux; rt
1.3 Reagents: Hydrochloric acid Solvents: Methanol ;  rt → reflux; 1 h, reflux; reflux → rt
Reference
Syntheses, structures and antibiotic activities of LpxC inhibitors based on the diacetylene scaffold
Liang, Xiaofei; Lee, Chul-Jin; Chen, Xin; Chung, Hak Suk; Zeng, Daina; et al, Bioorganic & Medicinal Chemistry, 2011, 19(2), 852-860

Production Method 7

Reaction Conditions
1.1 Reagents: Thionyl chloride ;  0 °C; 0 °C → 40 °C; 3 h, 40 °C
Reference
Synthetic access to 3,4-disubstituted pyroglutamates from tetramate derivatives from serine, allo-threonine and cysteine
Bagum, Halima; Christensen, Kirsten E.; Genov, Miroslav; Pretsch, Alexander; Pretsch, Dagmar; et al, Tetrahedron, 2019, 75(40),

Production Method 8

Reaction Conditions
1.1 Reagents: Thionyl chloride Solvents: Methanol ;  0 °C; 30 min, 0 °C
1.2 0 °C; 0 °C → 80 °C; 2 h, 80 °C
Reference
Synthesis of sialic acid derivatives based on chiral substrate-controlled stereoselective aldol reactions using pyruvic acid oxabicyclo[2.2.2]octyl orthoester
Norimura, Yusuke; Yamamoto, Daisuke; Makino, Kazuishi, Organic & Biomolecular Chemistry, 2017, 15(3), 640-648

Production Method 9

Reaction Conditions
1.1 Reagents: Acetyl chloride Solvents: Methanol ;  0 °C; 0 °C → reflux; 1 h, reflux
Reference
A derivative of L-allo threonine alleviates 2,4-dinitrofluorobenzene-induced atopic dermatitis indications
Heo, Jin-Chul; Son, Hyeong-U.; Kim, Solomon L.; Lee, Sang-Han, Bioscience, 2012, 76(11), 2021-2025

Production Method 10

Reaction Conditions
1.1 Reagents: Thionyl chloride Solvents: Methanol
Reference
The synthesis of novel chiral ferrocenyl aziridino alcohol ligands with two stereogenic carbons and structural characteristics
Wang, Qian; Hou, Xuehui; Wang, Mincan, Advanced Materials Research (Durnten-Zurich, 2012, 518, 518-523

L-allo-Threonine methyl ester hydrochloride Raw materials

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