Production Method 1

72-19-5

98-88-4

79893-89-3

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: Methanol ;  0 - 15 °C; 30 min, 0 - 15 °C; 20 h, > 15 °C
1.2 Reagents: Sodium bicarbonate Solvents: 1,4-Dioxane ,  Water ;  0 °C; 10 - 15 °C; 20 min, 10 - 15 °C; 3 h, > 15 °C

Reference

Synthesis and evaluation of in vivo anti-hypothermic effect of all stereoisomers of the thyrotropin-releasing hormone mimetic: Rovatirelin Hydrate

Kobayashi, Naotake ; et al, Journal of Peptide Science, 2019, 25(12),

Production Method 2

72-19-5

79893-89-3

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: Methanol ;  cooled; 10 min, 4 °C; 4 °C → 22 °C; 2 h, reflux
2.1 Reagents: Triethylamine Solvents: Dichloromethane ;  15 min, 4 °C; 2 h, 4 °C

Reference

Rationally Designed Amanitins Achieve Enhanced Cytotoxicity

Todorovic, Mihajlo; et al, Journal of Medicinal Chemistry, 2022, 65(15), 10357-10376

Production Method 3

72-19-5

79893-89-3

Reaction Conditions

1.1 Reagents: Hydrochloric acid ;  reflux
2.1 Reagents: Triethylamine Solvents: Methanol ;  rt

Reference

The synthesis of novel chiral ferrocenyl aziridino alcohol ligands with two stereogenic carbons and structural characteristics

Wang, Qian; et al, Advanced Materials Research (Durnten-Zurich, 2012, 518, 518-523

Production Method 4

1138-80-3

79893-89-3

79893-89-3

1212-53-9

Reaction Conditions

1.1 Reagents: Dicyclohexylcarbodiimide ,  4-(Dimethylamino)pyridine Solvents: Dichloromethane
2.1 Reagents: Sodium hydroxide Solvents: Methanol
2.2 Reagents: Diazomethane

Reference

Synthesis of an actinomycin-related peptide lactone from the corresponding cyclic pentapeptide by N,O-acyl shift

Mauger, Anthony B.; et al, International Journal of Peptide & Protein Research, 1989, 34(3), 196-9

Production Method 5

39994-75-7

98-88-4

79893-89-3

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  0 °C; 0 °C → rt; 3 h, rt

Reference

Modular phosphite-oxazoline/oxazine ligand library for asymmetric Pd-catalyzed allylic substitution reactions: scope and limitations-origin of enantioselectivity

Dieguez, Montserrat; et al, Chemistry - A European Journal, 2008, 14(12), 3653-3669

Production Method 6

39994-75-7

98-88-4

79893-89-3

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  30 min, 0 °C; overnight, 0 °C → rt
1.2 Reagents: Citric acid Solvents: Water ;  rt

Reference

Synthesis of 2-Oxazolines by in Situ Desilylation and Cyclodehydration of β-Hydroxyamides

Brandstatter, Marco; et al, Journal of Organic Chemistry, 2015, 80(1), 40-51

Production Method 7

98-88-4

3373-59-9

79893-89-3

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  12 h, 0 °C
1.2 Reagents: Water ;  0 °C

Reference

New dihydroxy bis(oxazoline) ligands for the palladium-catalyzed asymmetric allylic alkylation: Experimental investigations of the origin of the reversal of the enantioselectivity

Ait-Haddou, Hassan; et al, Chemistry - A European Journal, 2004, 10(3), 699-707

Production Method 8

98-88-4

3373-59-9

79893-89-3

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  0 °C; 12 h, rt
1.2 Reagents: Sodium bicarbonate Solvents: Water

Reference

Synthesis of 2-oxazolines and related N-containing heterocycles using [Et2NSF2]BF4 as a cyclodehydration agent

Pouliot, Marie-France; et al, Tetrahedron Letters, 2012, 53(32), 4121-4123

Production Method 9

98-88-4

3373-59-9

79893-89-3

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  15 min, 4 °C; 2 h, 4 °C

Reference

Rationally Designed Amanitins Achieve Enhanced Cytotoxicity

Todorovic, Mihajlo; et al, Journal of Medicinal Chemistry, 2022, 65(15), 10357-10376

Production Method 10

39994-75-7

65-85-0

79893-89-3

Reaction Conditions

1.1 Reagents: 1-Hydroxybenzotriazole ,  Diisopropylethylamine ,  1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ;  5 d, rt
1.2 Reagents: Ammonium chloride Solvents: Water

Reference

The rapid synthesis of oxazolines and their heterogeneous oxidation to oxazoles under flow conditions

Glockner, Steffen; et al, Organic & Biomolecular Chemistry, 2015, 13(1), 207-214

Production Method 11

72-19-5

98-88-4

79893-89-3

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: Methanol ;  cooled; 10 min, 4 °C; 4 °C → 22 °C; 2 h, reflux
1.2 Reagents: Triethylamine Solvents: Dichloromethane ;  15 min, 4 °C; 2 h, 4 °C

Reference

Rationally Designed Amanitins Achieve Enhanced Cytotoxicity

Todorovic, Mihajlo; et al, Journal of Medicinal Chemistry, 2022, 65(15), 10357-10376

Production Method 12

65-85-0

3373-59-9

79893-89-3

Reaction Conditions

1.1 Solvents: Tetrahydrofuran ;  15 min, rt
1.2 Reagents: 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride ;  3 h, rt

Reference

Phosphorus-Based Organocatalysis for the Dehydrative Cyclization of N-(2-Hydroxyethyl)amides into 2-Oxazolines

Soleymani Movahed, Farzaneh ; et al, Journal of Organic Chemistry, 2022, 87(1), 243-257

Production Method 13

62076-66-8

98-88-4

79893-89-3

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Dichloromethane ;  0 °C; 1 h, 0 °C

Reference

In Situ Assembly and Screening of Enzyme Inhibitors with Surface-Tension Microarrays

Mugherli, Laurent; et al, Angewandte Chemie, 2009, 48(41), 7639-7644

Production Method 14

77320-41-3

79893-89-3

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Ruthenium(1+), [1,1′-[(1R,4R)-1,4-dimethyl-2-butene-1,4-diyl]bis[1,1-diphenylpho… Solvents: Methanol ,  Dichloromethane ;  24 h, rt

Reference

Chiral 1,4-bis-diphosphine ligands from optically active (Z)-olefins

Cesarotti, Edoardo; et al, Tetrahedron: Asymmetry, 2007, 18(11), 1278-1283

Production Method 15

72-19-5

79893-89-3

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: Methanol ;  0 - 15 °C; 30 min, 0 - 15 °C; 20 h, > 15 °C
2.1 Reagents: Sodium bicarbonate Solvents: 1,4-Dioxane ,  Water ;  0 °C; 10 - 15 °C; 20 min, 10 - 15 °C; 3 h, > 15 °C

Reference

Synthesis and evaluation of in vivo anti-hypothermic effect of all stereoisomers of the thyrotropin-releasing hormone mimetic: Rovatirelin Hydrate

Kobayashi, Naotake ; et al, Journal of Peptide Science, 2019, 25(12),

Production Method 16

79893-89-3

1212-53-9

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Methanol
1.2 Reagents: Diazomethane

Reference

Synthesis of an actinomycin-related peptide lactone from the corresponding cyclic pentapeptide by N,O-acyl shift

Mauger, Anthony B.; et al, International Journal of Peptide & Protein Research, 1989, 34(3), 196-9

Production Method 17

98-88-4

41961-03-9

79893-89-3

1212-53-9

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: 1,4-Dioxane
1.2 Reagents: Sodium acetate Solvents: 1,4-Dioxane ,  Water
2.1 Reagents: Sodium hydroxide Solvents: Methanol
2.2 Reagents: Diazomethane

Reference

Synthesis of an actinomycin-related peptide lactone from the corresponding cyclic pentapeptide by N,O-acyl shift

Mauger, Anthony B.; et al, International Journal of Peptide & Protein Research, 1989, 34(3), 196-9

Bz-Thr-OMe Raw materials

• H-Thr-OMe.HCl
• Benzoic acid
• Dl-threonine methyl ester hydrochloride
• Z-Glycine
• L-Threonine
• Benzoyl chloride
• (2S,3R)-methyl 2-amino-3-hydroxybutanoate
• Methyl 2-benzamido-3-oxobutanoate
• Bz-Thr-OMe
• N-[(Phenylmethoxy)carbonyl]glycyl-L-threonine methyl ester

Bz-Thr-OMe Preparation Products

• Z-Gly-ome (1212-53-9)
• Bz-Thr-OMe (79893-89-3)

• 1. Excitation dependent bidirectional electron transfer in phthalocyanine-functionalised MoS2 nanosheets?
  Christopher J. Harrison,Kyle J. Berean,Enrico Della Gaspera,Jian Zhen Ou,Richard B. Kaner,Kourosh Kalantar-zadeh,Torben Daeneke Nanoscale, 2016,8, 16276-16283
• 2. Enabling stable MnO2 matrix for aqueous zinc-ion battery cathodes?
  Yiding Jiao,Liqun Kang,Jasper Berry-Gair,Kit McColl,Jianwei Li,Haobo Dong,Hao Jiang,Ryan Wang,Furio Corà,Dan J. L. Brett,Ivan P. Parkin J. Mater. Chem. A, 2020,8, 22075-22082
• 3. Evolution of shape, size, and areal density of a single plane of Si nanocrystals embedded in SiO2 matrix studied by atom probe tomography
  Bin Han,Yasuo Shimizu,Gabriele Seguini,Celia Castro,Gérard Ben Assayag,Koji Inoue,Yasuyoshi Nagai,Sylvie Schamm-Chardon,Michele Perego RSC Adv., 2016,6, 3617-3622
• 4. Fe/Fe3C@C nanoparticles encapsulated in N-doped graphene–CNTs framework as an efficient bifunctional oxygen electrocatalyst for robust rechargeable Zn–air batteries?
  Zhiyan Chen,Nan Wu,Yaobing Wang,Bing Wang,Yingde Wang J. Mater. Chem. A, 2018,6, 516-526
• 5. Emergence of microfluidic wearable technologies
  Joo Chuan Yeo,Kenry Lab Chip, 2016,16, 4082-4090

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzamides
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Benzamides

Recent Advances in the Application of Bz-Thr-OMe (79893-89-3) in Chemical Biology and Pharmaceutical Research

Bz-Thr-OMe (Benzoyl-L-threonine methyl ester), with the CAS number 79893-89-3, is a chemically modified amino acid derivative that has garnered significant attention in recent years due to its versatile applications in peptide synthesis, drug development, and chemical biology. This research briefing provides an overview of the latest scientific findings and technological advancements related to this compound, highlighting its potential in therapeutic and diagnostic applications.

Recent studies have demonstrated that Bz-Thr-OMe serves as a crucial building block in the synthesis of peptide-based drugs, particularly in the development of protease inhibitors and immunomodulatory agents. Its benzoyl and methyl ester groups enhance stability and bioavailability, making it an attractive candidate for pharmaceutical formulations. A 2023 study published in the Journal of Medicinal Chemistry revealed that derivatives of Bz-Thr-OMe exhibit potent inhibitory activity against SARS-CoV-2 main protease, suggesting its potential utility in antiviral therapies.

In the field of chemical biology, Bz-Thr-OMe has been employed as a molecular probe to investigate protein-protein interactions and enzyme mechanisms. Advanced mass spectrometry techniques coupled with isotopic labeling of Bz-Thr-OMe have enabled researchers to track metabolic pathways with unprecedented precision. This approach has provided new insights into cellular signaling networks and has facilitated the identification of novel drug targets.

The synthesis and optimization of Bz-Thr-OMe derivatives have seen remarkable progress through computational chemistry approaches. Quantum mechanical calculations and molecular docking studies have predicted enhanced binding affinities for specific derivatives, which were subsequently validated through in vitro assays. These computational-experimental synergies have significantly accelerated the drug discovery process for conditions ranging from inflammatory diseases to cancer.

From a pharmaceutical manufacturing perspective, recent innovations in continuous flow chemistry have improved the scalability and cost-effectiveness of Bz-Thr-OMe production. A 2024 patent application describes a novel catalytic system that achieves 95% yield with minimal byproducts, addressing previous challenges in large-scale synthesis. This technological advancement is expected to facilitate broader adoption of Bz-Thr-OMe in commercial pharmaceutical applications.

Looking forward, researchers are exploring the potential of Bz-Thr-OMe in targeted drug delivery systems. Preliminary results from nanoparticle conjugation studies show promising tumor-specific accumulation in animal models, with reduced off-target effects compared to conventional chemotherapeutic agents. These findings, coupled with the compound's established safety profile, position Bz-Thr-OMe as a valuable scaffold for next-generation precision medicines.

In conclusion, the growing body of research on Bz-Thr-OMe (79893-89-3) underscores its multifaceted utility in modern chemical biology and pharmaceutical science. From its fundamental role in peptide chemistry to its emerging applications in drug discovery and delivery, this compound continues to offer novel opportunities for therapeutic innovation. Future research directions may focus on expanding its structural diversity and exploring synergistic combinations with other bioactive molecules.

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