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Synthesis of a Novel Thyrotropin Releasing Hormone (TRH) Analog Incorporating a Piperazin‐2‐one Ring
Author(s) -
Bhatt Ulhas,
Just George
Publication year - 2000
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/(sici)1522-2675(20000412)83:4<722::aid-hlca722>3.0.co;2-z
Subject(s) - chemistry , thyrotropin releasing hormone , peptidomimetic , dipeptide , ring (chemistry) , stereochemistry , yield (engineering) , hormone , peptide , biochemistry , organic chemistry , materials science , metallurgy
The synthesis of a Thyrotropin Releasing Hormone (TRH) analog incorporating a piperazin‐2‐one ring is described. This conformationally restricted peptidomimetic attempts to retain the key recognition elements of the interaction between TRH and its receptor. The synthesis started from the protected dipeptide 2 and proceeded via the 4‐nitrobenzenesulfonyl‐activated intermediate 3 , which was then cyclized, N ‐acylated, and deprotected to yield the target compound 1 .