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Synthesis of isotopically labeled versions of L ‐MTP‐PE (mifamurtide) and MDP
Author(s) -
Li Yuexian,
Plesescu Mihaela,
Prakash Shimoga R.
Publication year - 2013
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.3078
Subject(s) - chemistry , metabolite , alanine , derivative (finance) , amine gas treating , stereochemistry , organic chemistry , biochemistry , amino acid , financial economics , economics
L ‐MTP‐PE (1), an immunomodulator and its metabolite MDP (4) were synthesized from labeled l ‐alanine and its protected derivative, respectively. The key intermediate product for the labeled L ‐MTP‐PE synthesis, [ 13 C 3 ,D 4 ]‐alanyl‐cephalin (2A), was synthesized from [ 13 C 3 ,D 4 ]‐ l ‐alanine (3A) in three steps. The key intermediate product for labeled MDP synthesis, amine 11, was prepared from [ 13 C 3 , 15 N]‐Boc‐ l ‐alanine (5A) in two steps.