Biomedical Engineering Reference
In-Depth Information
SCHEME 7.15
Ethylenediamines as precursors for preparation of di- and triazacyclic com-
pounds. Reagents and conditions: (i) [H]; (ii) for X
=
NH: CNBr; (iii) for X
=
O,S: CXIm
2
;
(iv) C
2
O
2
Im
2
; (v) CH
2
(COCl)
2
; (vi) ClCONCO.
SCHEME 7.16
Synthesis of bis-heterocyclic compounds from orthogonally protected
lysine. Reagents and conditions: (i) 25% piperidine/DMF; (ii) R
1
COOH, DIC, HOBt, DMF;
(iii) 50% TFA/DCM; (iv) Boc-X-amino acid, DIC, HOBt, DMF; (v) R
3
COOH, DIC, HOBt,
DMF; (vi) BH
3
-THF, 65
◦
C; (vii) CXIm
2
(X
=
O,S), DCM; (viii) HF/anisole; (ix) C
2
O
2
Im
2
,
DMF.