78804-96-3

Upstream product

• 67-56-1 methanol 
• 72485-25-7 (1S,4S)-5-acetyl-2-oxa-5-azabicyclo<2.2.1>heptan-3-one 
• 64187-47-9 1-benzyloxycarbonyl-4-keto-L-proline 

Downstream Products

• 244786-74-1 N-Ac-L-trans-Pro(4-<4-<(E)-2-(4-cyanophenyl)-1-diazenyl>phenoxy>)-OH 
• 132746-47-5 (-)-D-erythro-4-fluoroglutamic acid 
• 78854-29-2 (2S,4R)-1-Acetyl-4-benzylsulfanyl-pyrrolidine-2-carboxylic acid methyl ester 
• 78854-28-1 N-acetyl-4(R)-(benzylthio)pyrrolidine-2(S)-carboxylic acid 
• 32563-24-9 (2S,4R)-L-erythro-4-fluoroglutamic acid 
• 78804-97-4 methyl N-acetyl-4(S)-(p-toluenesulfonyloxy)pyrrolidine-2(S)-carboxylate 
• 77449-96-8 cis-1-acetyl-4-(toluene-4-sulfonyloxy)-DL-proline 
• 618-28-0 trans-4-hydroxy-D,L-proline 
• 57750-51-3 cis-1-acetyl-4-(toluene-4-sulfonyloxy)-DL-proline-methyl ester 

Relevant academic research and scientific papers

Synthetic Applications of Electrochemically Produced α-Methoxyamides. Part 2) Oxidation of Hydroxyproline Derivatives

The electrochemical methoxylation of N-acetyl-4-hydroxyproline esters has been investigated.Both the free alcohol 3 and the corresponding 4-acetoxy derivative 4 as well as the cis-4-acetoxyproline 17 are methoxylated anodically preferentially at C(5), giving a mixture of stereoisomeric methoxy compounds.These mixtures can be used for further substitution as exemplified by the allylation of the methoxylated 4-acetoxy derivatives, giving substitution products preferentially trans to the acetoxy group although with low selectivity.The low selectivity is discussed in terms of kinetic vs. thermodynamic control.