Synthesis p. 321 - 324 (1993)
Update date:2022-08-03
Topics:
Genet
Thorimbert
Mallart
Kardos
The title compounds were conveniently synthesized by efficient sequential one-pot amination-alkylation starting from (Z)-4-acetoxy-2-butenyl ethyl carbonate (3) with tert-butyl (tert-butoxycarbonyl-oxy)carbamate, dimethylamine and methyl (diphenylmethyleneamino) acetate. Hydrogenation and hydrolysis of the 1,4-adducts afforded N6-hydroxylysine [2-amino-6-(hydroxyamino)hexanoic acid 1) and laminine hydrochloride [2-amino-6-(trimethylammonio)hexanoic acid chloride, 2] in 65% and 39% yield, respectively.
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Doi:10.1021/jm00069a007
(1993)Doi:10.1080/00397911.2013.813547
(2014)Doi:10.1139/v04-088
(2004)Doi:10.1002/chem.201503744
(2016)Doi:10.1021/ja01878a026
(1939)Doi:10.1002/hlca.19460290314
(1946)