82679-58-1

Usage

InChI:InChI=1/C11H15NO3/c1-8(13)10(12)11(14)15-7-9-5-3-2-4-6-9/h2-6,8,10,13H,7,12H2,1H3/t8-,10+/m0/s1

Upstream product

• 632-20-2 D-Threonine 
• 100-51-6 benzyl alcohol 

Downstream Products

• 85995-50-2 N-Z-D-threonine benzyl ester 
• 130712-25-3 (2R,3S)-benzyl 3-hydroxy-2-(2-oxoazetidin-1-yl)butyrate 
• 130712-23-1 (2R,3S)-N-(2-carboxyethyl)threonine benzyl ester 
• 208929-09-3 N-benzyloxycarbonyl-O-methyl-D-threonine benzyl ester 
• 208929-07-1 O-methyl-D-threonine benzyl ester 
• 104181-93-3 (S)-2-Benzyloxycarbonylamino-5-[(R)-1-((1R,2R)-1-benzyloxycarbonyl-2-methoxy-propylcarbamoyl)-2-benzylsulfanyl-ethylcarbamoyl]-pentanoic acid benzyl ester 

Relevant academic research and scientific papers

Stereoselective synthesis of natural and non-natural thomsen-nouveau antigens and hydrazide derivatives

A selective glycosylation strategy enabling access to all stereochemical combinations of tumor associated Thomsen-nouveau (Tn) antigen, d-GalNAc-O-Ser/Thr, has been developed. The key component for selectivity is the phthalimide-protected d- or l-amino acid acceptors which allow access to α- or β-anomers in excellent yields (72-96%) and selectivity (～100%) when appropriate C-2 substitution is installed. The glycoamino acid intermediates were divergently converted to Tn-based carboxylates or to hydrazides by tandem Pd-C debenzylation followed by treatment with hydrazine hydrate or hydrazine hydrate treatment alone.

Synthesis of δ-(L-α-aminoadipoyl)-L-cysteinyl-D-(O-methyl)-D- allothreonine a substrate for isopenicillin-N synthase and its O-Methyl-D- threonine epimer

The paper describes the synthesis of two epimeric tripeptides δ-(L-α- aminoadipoyl)-L-cysteinyl-D-(O-methyl)-D-threonine (13) and δ-(L-α- aminoadipoyl)-L-cysteinyl-D-(O-methyl)-D-allothreonine (14), modified substrates for the isopenicillin-N synthase enz