Journal of the Chemical Society. Perkin transactions I p. 2139 - 2143 (1996)
Update date:2022-08-04
Topics:
Okada, Yoshio
Wang, Jidong
Yamamoto, Takeshi
Mu, Yu
Yokoi, Toshio
Nπ-(1-Adamantyloxymethyl)histidine, His(Nπ-1-Adom), is prepared and its properties are examined. The 1-Adom group can be easily removed by trifluoroacetic acid and it is stable to 20% piperidinedimethylformamide and 1 mol dm-3 NaOH. His(Nπ-1-Adom) derivatives can suppress racemization during coupling reactions. His(Nπ-1-Adom) can be used in solid-phase peptide synthesis in combination with fluoren-9-ylmethoxycarbonyl as an Nα-protecting group. Thyrotropin-releasing hormone is successfully synthesized by using His(Nπ-1-Adom).
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