700816-79-1Relevant articles and documents
An Efficient Synthesis of Enantiopure (2 R,3 R)-β-Methoxytyrosine
Fan, Shi-Ming,Tian, Xia,Yang, Yi-Hua,Jin, Long Yi,Liu, Shou-Xin
supporting information, p. 2553 - 2556 (2015/11/11)
Enantiopure (2R,3R)-β-methoxytyrosine was stereoselectively synthesized from ethyl 3-(4-hydroxyphenyl)-3-oxopropanoate protected by 2-methoxyethoxymethyl (MEM) (ee >98%). l-Aminoacylase-catalyzed resolution of the corresponding erythro-N-acetyl derivatives afforded (2S,3S)-(4-MEM)-β-methoxytyrosine (ee >99%). The conversion increased to 98% by optimizing the synthesis to yield enantiopure N-acetyl-(2R,3R)-(4-MEM)-methoxytyrosine. N-Acyl cleavage was accomplished under mild conditions.
Concise synthesis of all stereoisomers of β-methoxytyrosine and determination of the absolute configuration of the residue in callipeltin A
Zampella, Angela,D'Orsi, Rosa,Sepe, Valentine,Casapullo, Agostino,Monti, Maria Chiara,D'Auria, Maria Valeria
, p. 3585 - 3588 (2007/10/03)
(Chemical Equation Presented) All stereoisomers of β-methoxytyrosine (β-OMeTyr), a stereo-undefined component of callipeltin A, were synthesized from L- and D-tyrosine. The stereochemistry of β-OMeTyr in callipeltin A was determined to be 2R,3R by an oxidative procedure and Marfey's analysis.