144775-04-2Relevant articles and documents
Addition of 2-lithiothiazoles to ROPHy/SOPHy aldoximes: Asymmetric synthesis of 1-(2-thiazolyl)ethylamines
Moody, Christopher J.,Hunt, James C. A.
, p. 984 - 986 (2007/10/03)
A new asymmetric synthesis of 1-(2-thiazolyl)ethylamines is described in which the key step is the diastereoselective addition of 2-lithiothiazoles to O-(1-phenylbutyl) aidoximes.
A new efficient synthesis of (S)-dolaphenine ((S)-2-phenyl-1-(2-thiazolyl)ethylamine), the C-terminal unit of dolastatin 10
Irako,Hamada,Shiori
, p. 7251 - 7264 (2007/10/02)
Four methods for the preparation of (S)-dolaphenine ((S)-2-phenyl-1-(2-thiazolyl)ethylamine, 2), which constitutes the C-terminal unit of dolastatin 10 (1) having strong anticancer activity, has been investigated. Of these, the most efficient one involved the acylation of 2-lithiothiazole with N-methoxy-N-methylphenylacetamide (8), asymmetric reduction with (+)-diisopinocampheylchloroborane (11g), followed by the modified Mitsunobu reaction utilizing diphenyl phosphorazidate.