- The total large-scale synthesis of argiopine
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The total large-scale synthesis of a natural toxin argiopine, a polymethylenepolyamine derivative, was developed. It consisted of 26 stages and included three key block schemes. Most of the stages proceeded quantitatively, which excluded the necessity of using the chromatographic separation of intermediates.
- Formanovsky,Popova,Mikhura
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experimental part
p. 752 - 758
(2010/07/15)
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- Alkoxycarbonylation and selective deprotection of N-silyl derivatives of L-arginine
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N(δ),N(ω),O-Tris(trialkylsilyl)-N(α)-carbobenzyloxy-L-arginine can be prepared in situ from N(α)-carbobenzyloxy-L-arginine. Treatment with alkyl chloroformates gives N(δ),N(ω)-bis(alkyloxycarbonyl)-N(α)-carbobenzyloxy- L-arginines, which can be converted into N(δ),N(ω)-bis(alkyloxycarbonyl)- L-arginines by hydrogenation.
- Moynihan, Humphrey A.,Yu, Weiping
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p. 3349 - 3352
(2007/10/03)
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- A One-Pot N-Protection of L-Arginine.
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A facile, one-pot synthesis of Nα-t-Butyloxycarbonyl,Nδ,Nω-di-benzyloxycarbonyl-L-Arginine (3a) and Nα,Nδ,Nω-tri-benzyloxycarbonyl-L-Arginine (3b) is reported.Nα-t-Butyloxycarbonyl-L-Arginine (1b) is treated with trimethylsilylchloride and the tri-silylated intermediate 2c is subsequently allowed to react with benzyloxycarbonyl chloroformate to give 3a in 50percent overall yield.Starting from 1a or 1c, 3b was prepared according to the same procedure in 72percent and 60-85percent yield, respectively.
- Jetten, Mieke,Peters, Co A. M.,Nispen, Jan W. F. M. van,Ottenheijm, Harry C. J.
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p. 6025 - 6028
(2007/10/02)
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- INVESTIGATION ON PEPTIDE SYNTHESIS BY FRAGMENT CONDENSATION. PART I. SYNTHESIS OF C1 - C4 FRAGMENT OF SUBSTANCE P IN SOLUTION AND BY THE SOLID PHASE METHOD
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The synthesis of protected tetrapeptide Z3-Arg-Pro-Lys(Z)-Pro-OH corresponding to C1 - C4 fragment of substance P in solution and by the solid phase method has been elaborated.
- Orlowska, Alicja,Drabarek, Stefania
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p. 1893 - 1899
(2007/10/02)
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