title: Resolution of protected silaproline for a gram scale preparation.
abstract: Silaproline is an analogue of proline, which exhibits similar conformational properties. Moreover, the presence of dimethylsilyl group confers to silaproline a higher lipophilicity as well as an improved resistance to biodegradation. This report describes the comparison of two routes to obtain Fmoc-(L) Sip-OH on the gram scale using chiral HPLC resolution.
authors: IBMM, UMR-CNRS-5247, Universités Montpellier I and II, Place Eugène Bataillon, Montpellier 34095, France.
authors: C
authors: C
authors: Martin
authors: N
authors: N
authors: Vanthuyne
authors: H
authors: H
authors: Miramon
authors: J
authors: J
authors: Martinez
authors: F
authors: F
authors: Cavelier
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000302:isolation & purification; D002851:Chromatography, High Pressure Liquid; D005449:Fluorenes / Q000138:chemical synthesis* / Q000302:isolation & purification; D005663:Furans / Q000737:chemistry; D005998:Glycine / Q000737:chemistry; D015394:Molecular Structure; D017646:Organosilicon Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D011392:Proline / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification; D012997:Solvents / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D005449:Fluorenes; D005663:Furans; C016456:N(alpha)-fluorenylmethyloxycarbonylamino acids; D017646:Organosilicon Compounds; D012997:Solvents; C455420:silaproline; C018674:tetrahydrofuran; D011392:Proline; D005998:Glycine