81576-71-8

Upstream product

• 186581-53-3 diazomethane 
• 67-56-1 methanol 
• 127474-54-8 (R)-2-(benzyloxycarbonylamino)pent-4-enoic acid 
• 116173-69-4 (1-Methoxy-but-3-enyl)-carbamic acid methyl ester 
• 179533-67-6 (R)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)hex-5-enoate 
• 179533-97-2 (R)-2-(2-(tert-butoxy)-2-oxoethyl)pent-4-enoic acid 
• 83436-47-9 tert-butyl (R)-3-(((benzyloxy)carbonyl)amino)hex-5-enoate 
• 81576-72-9 (R)-3-Benzyloxycarbonylamino-hex-5-enoic acid 
• 116173-74-1 3-Methoxycarbonylamino-hex-5-enoic acid methyl ester 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 475291-71-5 methyl (2R,3R)-2-allyl-3-[(benzyloxy)carbonylamino]hex-5-enoate 
• 91280-45-4 (1R,6R)-6-benzyloxycarbonylaminocyclohex-3-enecarboxylic acid methyl ester 
• 290838-42-5 methyl (1R,2R)-2-(((benzyloxy)carbonyl)amino)cyclohexane-1-carboxylate 

Relevant academic research and scientific papers

Synthesis of Cyclic β-Amino Acid Esters from Methionine, Allylglycine, and Serine

Here we report a versatile ring-closing metathesis-based approach to 5-, 6-, and 7-membered cyclic β-amino esters starting with simple and readily available building blocks-methionine, allylglycine, and serine-where the nature of the amino acid determines

Synthesis of substituted cyclohexenyl-based β-amino acids by ring-closing metathesis

(equation presented) A versatile ring-closing metathesis (RCM) approach has been developed for the preparation of cis and trans cyclohexenyl-based β-amino acids that are either unsubstituted (3) or substituted (10 and 12) at the α-position.

NEW SYNTHESIS OF β-AMINO ACIDS BY NUCLEOPHILIC ADDITION OF ENOLATE ANIONS TO N-METHOXYCARBONYLIMINES GENERATED FROM α-METHOXY CARBAMATES.

The nucleophilic addition of enolate anions of alkyl acetates to N-methoxycarbonylimines generated from α-methoxy carbamates gave β-amino acid derivates (3) and enantioselective synthesis (72-90percentee) of 3 was achieved by using chiral 2-methyloxazolines instead of acetates.