24716-92-5Relevant articles and documents
Solid-phase synthesis of 6,7-cycloalkane-fused 1,4-diazepane-2,5-diones via a cyclization/release strategy
Caroen, Jurgen,Clemmen, An,Kámán, Judit,Backaert, Fréderique,Goeman, Jan L.,Fül?p, Ferenc,Van Der Eycken, Johan
, p. 148 - 160 (2015/12/23)
A solid-phase synthesis procedure for the parallel preparation of 6,7-cycloalkane-fused 1,4-diazepane-2,5-diones is described. The methodology applies α- and alicyclic β-amino acid building blocks to construct the seven-membered heterocyclic core, while a
Large-scale syntheses of FMOC-protected non-proteogenic amino acids: Useful building blocks for combinatorial libraries
Dener, Jeffrey M.,Fantauzzi, Pascal P.,Kshirsagar, Tushar A.,Kelly, Daphne E.,Wolfe, Aaron B.
, p. 445 - 449 (2013/09/07)
Convenient and reliable large-scale procedures for the protection of various amino acids with N-(9-fluorenylmethoxycarbonyl)oxysuccinimide (FMOC-OSu) are described. Commercially available 4-aminomethylbenzoic acid and trans-4-(aminomethyl)cyclohexanecarbo
EXPERIMENTAL STUDIES OF THE ANOMERIC EFFECT. PART 2 RING INVERSION AND NITROGEN INVERSION EQUILIBRIA IN CIS-DECAHYDROQUINAZOLINES
Booth, Harold,Khedhair, Khedhair A.,Al-Shirayda, Hatif A. R. Y.
, p. 1465 - 1476 (2007/10/02)
The positions of conformational equilibria due to the double ring inversion in cis-decahydroquinazoline (7-->//07-->8 1.08 kcal mol-1; -ΔG09-->10 1.10 kcal mol-1) for the conformation which would allow the lone pairs on N(1) and N(3) to lie on the hindered 'inside' face of the molecules.However, the values of 3J(CHNH) coupling constants for both cis-decahydro-3-methylquinazoline (10) and cis (4aH, 8aH) cis (2H, 8aH)-decahydro-2,3-dimethylquinazoline (14) show that the N-inversion equilibrium at N(1) prefers the conformation in which N(1)-H is 'inside' (axial), and N(1)-lone pair equatorial, thus demonstrating the ability of the anomeric effect to outweigh steric repulsions.
