132958-66-8

Basic information

• Product Name: 4-Chlorothreonine
• Synonyms: 4-Chlorothreonine
• CAS NO: 132958-66-8
• Molecular Formula: C4H8ClNO3
• Molecular Weight: 153.56422
• Mol File: 132958-66-8.mol

Chemical Properties

• Boiling Point: 389.1°C at 760 mmHg
• Flash Point: 189.1°C
• Appearance: /
• Density: 1.498g/cm³
• Vapor Pressure: 1.15E-07mmHg at 25°C
• Refractive Index: 1.536
• CAS DataBase Reference: 4-Chlorothreonine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chlorothreonine(132958-66-8)
• EPA Substance Registry System: 4-Chlorothreonine(132958-66-8)

Safety Data

• Hazardous Substances Data: 132958-66-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H8ClNO3/c5-1-2(7)3(6)4(8)9/h2-3,7H,1,6H2,(H,8,9)

Upstream product

• 142698-78-0 methyl (2S,3S)-2-<(benzyloxy)carbonylamino>-4-chloro-3-hydroxybutanoate 
• 107-20-0 2-chloroethanal 
• 56-40-6 glycine 

Relevant articles and documents

Synthesis of γ-halogenated and long-chain β-hydroxy-α-amino acids and 2-amino-1,3-diols using threonine aldolases

The l- and d-threonine aldolase catalyzed formation of γ-halogenated and long-chain l- and d-3-alkylserine-derivatives 1-12, respectively, was shown starting from glycine and halogenated C2- or C4-C12 aldehydes. lTA from Pseudomonas putida accepted all tested aldehydes with strongly varying diastereoselectivity (de up to 93%). Only aldehydes smaller than decanal were converted by dTA from Alcaligenes xylosoxidans with good selectivities (de up to 73%). Utilizing isobutanal enantio- and diastereopure d-syn-2-amino-3-hydroxy-4-methylpentanoic acid was obtained (ee>99%, de>95%), which was converted to the corresponding 2-amino-1,3-diol.

L-threonine aldolase in organic synthesis: Preparation of novel β-hydroxy-α-amino acids

The L-threonine aldolase from Candida humicola was used in the synthesis of multifunctional β-hydroxy-α-amino acids. Of many aldehydes with different substituents tested as substrates for reaction with glycine, benzyloxy- and alkoxy-aldehydes are found to be good substrates, providing a new synthetic route to α-amino-β,ω-dihydroxy and α,ω-diamino-β-hydroxy acids. The enzymatic reactions are not stereospecific regarding the new stereocenter formed at the β-carbon, though they all give L-α-amino acids.

Structure and Stereochemistry of Three Phytotoxins, Syringomycin, Syringotoxin and Syringostatin, Produced by Pseudomonas syringae pv. syringae

The structures of two phytotoxins, syringomycin and syringotoxin, produced by Pseudomonas syringae pv. syringae, were determined.Several amino acid residues of syringomycin were different from those in the syringostatins.Syringotoxin B proved to be syringostatin A.The three kinds of phytotoxins showed close structural similarity, and the stereochemistry of their components was deduced and compared.

2-oxoazetidin-1-yloxy acetic acids and analogs

Antibiotic activity is exhibited by β-lactams having an STR1 substituent (and analogs thereof) in the 1-position and an acylamino substituent in the 3-position.